44:
1239:
3454:
102:
is added, leading to removal of all the acetate groups and ejection of the nitrile group and collapse of the second carbon from a tetrahedral structure to an aldehyde.
51:
Let's say we have a kiliani-fischer synthesis, it basically removes the row of the C2 carbon, it shortens the carbon chain by one carbon. In one modification,
2570:
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2020:
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327:
8:
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1945:
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1707:
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84:
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2205:
1389:
580:
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3213:
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2540:
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2100:
2095:
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1950:
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1662:
1652:
1558:
1344:
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934:
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3030:
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2235:
2200:
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1905:
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1613:
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1404:
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480:
362:
357:
322:
244:
207:
135:
131:
127:
2025:
3564:
3409:
3379:
3323:
3248:
3180:
2935:
2885:
2730:
2535:
2310:
2305:
2250:
2240:
2015:
1805:
1775:
1672:
1608:
1593:
1424:
1379:
1369:
1359:
1254:
1234:
1229:
1214:
1209:
1089:
1084:
1024:
1009:
999:
844:
834:
700:
690:
590:
585:
560:
500:
352:
311:
183:
95:
68:
64:
680:
3474:
3165:
3000:
2995:
2290:
2275:
2220:
2175:
2135:
2085:
2050:
2045:
1990:
1985:
1920:
1870:
1790:
1618:
1502:
1477:
1439:
1414:
1399:
1384:
1319:
1194:
1144:
1134:
1114:
1074:
884:
874:
859:
655:
575:
445:
415:
400:
395:
235:
202:
3479:
3389:
3328:
2420:
2330:
2300:
2075:
1930:
1667:
1444:
1314:
1129:
1099:
799:
695:
470:
332:
76:
67:. In the second step the pentaacetyl glycononitrile is formed by reaction with
279:
187:
3592:
3489:
3190:
3035:
2930:
2725:
2115:
2080:
2070:
2005:
1995:
1885:
1722:
1538:
1249:
1224:
1094:
740:
725:
710:
605:
535:
515:
430:
119:
60:
2530:
1890:
1642:
1419:
1019:
819:
670:
665:
530:
385:
147:
122:
1893) converts the aldose first to the alpha-hydroxy-carboxylic acid with
1029:
675:
645:
410:
167:
72:
37:
3313:
2840:
2190:
115:
33:
171:
720:
390:
99:
380:
123:
88:
80:
52:
29:
36:
as shown below. The reaction is named after the German chemist
25:
56:
79:. In this reaction step the oxime is converted into the
3455:
Erlenmeyer–Plöchl azlactone and amino-acid synthesis
130:and then to the shortened aldose by reaction with
2516:Divinylcyclopropane-cycloheptadiene rearrangement
3590:
309:
2776:Thermal rearrangement of aromatic hydrocarbons
1410:Thermal rearrangement of aromatic hydrocarbons
3505:Lectka enantioselective beta-lactam synthesis
765:
295:
3284:Inverse electron-demand Diels–Alder reaction
1105:Heterogeneous metal catalyzed cross-coupling
2626:Lobry de Bruyn–Van Ekenstein transformation
28:. The classic example is the conversion of
302:
288:
233:
105:
3116:Petrenko-Kritschenko piperidone synthesis
2571:Fritsch–Buttenberg–Wiechell rearrangement
271:Organic syntheses based on name reactions
3279:Intramolecular Diels–Alder cycloaddition
83:with simultaneous conversion of all the
3591:
3299:Metal-centered cycloaddition reactions
2951:Debus–Radziszewski imidazole synthesis
895:Bodroux–Chichibabin aldehyde synthesis
3445:Diazoalkane 1,3-dipolar cycloaddition
3349:Vinylcyclopropane (5+2) cycloaddition
3254:Diazoalkane 1,3-dipolar cycloaddition
3026:Hurd–Mori 1,2,3-thiadiazole synthesis
2521:Dowd–Beckwith ring-expansion reaction
1688:Hurd–Mori 1,2,3-thiadiazole synthesis
764:
601:LFER solvent coefficients (data page)
283:
200:
2256:Sharpless asymmetric dihydroxylation
1493:Methoxymethylenetriphenylphosphorane
273:, Volume 22 Alfred Hassner,C. Stumer
166:
2381:Allen–Millar–Trippett rearrangement
234:Clarke, H. T.; Nagy, S. M. (1940).
13:
3520:Nitrone-olefin (3+2) cycloaddition
3515:Niementowski quinazoline synthesis
3304:Nitrone-olefin (3+2) cycloaddition
3229:Azide-alkyne Huisgen cycloaddition
3091:Niementowski quinazoline synthesis
2846:Azide-alkyne Huisgen cycloaddition
2151:Meerwein–Ponndorf–Verley reduction
1703:Leimgruber–Batcho indole synthesis
42:
24:is a chain contraction method for
14:
3625:
3344:Trimethylenemethane cycloaddition
3046:Johnson–Corey–Chaykovsky reaction
2911:Cadogan–Sundberg indole synthesis
2891:Bohlmann–Rahtz pyridine synthesis
2851:Baeyer–Emmerling indole synthesis
1658:Cadogan–Sundberg indole synthesis
1150:Johnson–Corey–Chaykovsky reaction
3440:Cook–Heilbron thiazole synthesis
3269:Hexadehydro Diels–Alder reaction
3096:Niementowski quinoline synthesis
2926:Cook–Heilbron thiazole synthesis
2871:Bischler–Möhlau indole synthesis
2781:Tiffeneau–Demjanov rearrangement
2411:Baker–Venkataraman rearrangement
1569:Horner–Wadsworth–Emmons reaction
1240:Mizoroki-Heck vs. Reductive Heck
1125:Horner–Wadsworth–Emmons reaction
636:Neighbouring group participation
2976:Fiesselmann thiophene synthesis
2806:Westphalen–Lettré rearrangement
2786:Vinylcyclopropane rearrangement
2616:Kornblum–DeLaMare rearrangement
2261:Epoxidation of allylic alcohols
2171:Noyori asymmetric hydrogenation
2106:Kornblum–DeLaMare rearrangement
1781:Gallagher–Hollander degradation
3435:Chichibabin pyridine synthesis
2921:Chichibabin pyridine synthesis
2881:Blum–Ittah aziridine synthesis
2716:Ring expansion and contraction
985:Cross dehydrogenative coupling
264:
227:
194:
160:
1:
3405:Bischler–Napieralski reaction
3363:Heterocycle forming reactions
3016:Hemetsberger indole synthesis
2876:Bischler–Napieralski reaction
2791:Wagner–Meerwein rearrangement
2761:Sommelet–Hauser rearrangement
2741:Seyferth–Gilbert homologation
2606:Ireland–Claisen rearrangement
2601:Hofmann–Martius rearrangement
2361:2,3-sigmatropic rearrangement
1976:Corey–Winter olefin synthesis
1901:Barton–McCombie deoxygenation
1544:Corey–Winter olefin synthesis
1498:Seyferth–Gilbert homologation
1365:Seyferth–Gilbert homologation
153:
3510:Lehmstedt–Tanasescu reaction
3470:Gabriel–Colman rearrangement
3425:Bucherer carbazole synthesis
3420:Borsche–Drechsel cyclization
3400:Bernthsen acridine synthesis
3385:Bamberger triazine synthesis
3370:Algar–Flynn–Oyamada reaction
3081:Nazarov cyclization reaction
2946:De Kimpe aziridine synthesis
2901:Bucherer carbazole synthesis
2896:Borsche–Drechsel cyclization
2666:Nazarov cyclization reaction
2646:Meyer–Schuster rearrangement
2576:Gabriel–Colman rearrangement
2326:Wolffenstein–Böters reaction
2211:Reduction of nitro compounds
2061:Grundmann aldehyde synthesis
1866:Algar–Flynn–Oyamada reaction
1275:Olefin conversion technology
1270:Nozaki–Hiyama–Kishi reaction
1065:Gabriel–Colman rearrangement
955:Claisen-Schmidt condensation
900:Bouveault aldehyde synthesis
55:is converted to the glucose
7:
3485:Hantzsch pyridine synthesis
3264:Enone–alkene cycloadditions
3086:Nenitzescu indole synthesis
3006:Hantzsch pyridine synthesis
2971:Ferrario–Ackermann reaction
2621:Kowalski ester homologation
2586:Halogen dance rearrangement
2431:Benzilic acid rearrangement
1856:Akabori amino-acid reaction
1816:Von Braun amide degradation
1761:Barbier–Wieland degradation
1713:Nenitzescu indole synthesis
1693:Kharasch–Sosnovsky reaction
1584:Julia–Kocienski olefination
1488:Kowalski ester homologation
1185:Kowalski ester homologation
1160:Julia–Kocienski olefination
915:Cadiot–Chodkiewicz coupling
840:Aza-Baylis–Hillman reaction
785:Acetoacetic ester synthesis
496:Dynamic binding (chemistry)
486:Conrotatory and disrotatory
461:Charge remote fragmentation
141:
10:
3630:
3550:Robinson–Gabriel synthesis
3500:Kröhnke pyridine synthesis
3334:Retro-Diels–Alder reaction
3274:Imine Diels–Alder reaction
3061:Kröhnke pyridine synthesis
2676:Newman–Kwart rearrangement
2651:Mislow–Evans rearrangement
2561:Fischer–Hepp rearrangement
2506:Di-Ď€-methane rearrangement
2286:Stephen aldehyde synthesis
2021:Eschweiler–Clarke reaction
1738:Williamson ether synthesis
1055:Fujiwara–Moritani reaction
960:Combes quinoline synthesis
925:Carbonyl olefin metathesis
626:More O'Ferrall–Jencks plot
551:Grunwald–Winstein equation
521:Electron-withdrawing group
456:Catalytic resonance theory
259:, vol. 3, p. 690
222:, vol. 3, p. 101
172:"Abbau des Traubenzuckers"
3560:Urech hydantoin synthesis
3540:Pomeranz–Fritsch reaction
3465:Fischer oxazole synthesis
3362:
3199:1,3-Dipolar cycloaddition
3189:
3171:Urech hydantoin synthesis
3141:Reissert indole synthesis
3126:Pomeranz–Fritsch reaction
3056:Knorr quinoline synthesis
2986:Fischer oxazole synthesis
2916:Camps quinoline synthesis
2836:1,3-Dipolar cycloaddition
2824:
2736:Semipinacol rearrangement
2711:Ramberg–Bäcklund reaction
2696:Piancatelli rearrangement
2636:McFadyen–Stevens reaction
2391:Alpha-ketol rearrangement
2339:
2146:McFadyen–Stevens reaction
2091:Kiliani–Fischer synthesis
2011:Elbs persulfate oxidation
1936:Bouveault–Blanc reduction
1896:Baeyer–Villiger oxidation
1834:
1751:
1728:Schotten–Baumann reaction
1631:
1604:Ramberg–Bäcklund reaction
1511:
1483:Kiliani–Fischer synthesis
1463:
1325:Ramberg–Bäcklund reaction
1310:Pinacol coupling reaction
1305:Piancatelli rearrangement
1200:Liebeskind–Srogl coupling
1050:Fujimoto–Belleau reaction
773:
767:List of organic reactions
631:Negative hyperconjugation
376:
318:
188:10.1002/cber.189302601150
3535:Pictet–Spengler reaction
3450:Einhorn–Brunner reaction
3415:Boger pyridine synthesis
3309:Oxo-Diels–Alder reaction
3224:Aza-Diels–Alder reaction
3121:Pictet–Spengler reaction
3021:Hofmann–Löffler reaction
3011:Hegedus indole synthesis
2981:Fischer indole synthesis
2856:Bartoli indole synthesis
2811:Willgerodt rearrangement
2641:McLafferty rearrangement
2551:Ferrier carbocyclization
2366:2,3-Wittig rearrangement
2356:1,2-Wittig rearrangement
2196:Parikh–Doering oxidation
2186:Oxygen rebound mechanism
1851:Adkins–Peterson reaction
1743:Yamaguchi esterification
1683:Hegedus indole synthesis
1648:Bartoli indole synthesis
1519:Bamford–Stevens reaction
1435:Weinreb ketone synthesis
1395:Stork enamine alkylation
1170:Knoevenagel condensation
1040:Ferrier carbocyclization
930:Castro–Stephens coupling
556:Hammett acidity function
546:Free-energy relationship
491:Curtin–Hammett principle
476:Conformational isomerism
3495:Knorr pyrrole synthesis
3430:Bucherer–Bergs reaction
3375:Allan–Robinson reaction
3354:Wagner-Jauregg reaction
3146:Ring-closing metathesis
3071:Larock indole synthesis
3051:Knorr pyrrole synthesis
2906:Bucherer–Bergs reaction
2771:Stieglitz rearrangement
2751:Skattebøl rearrangement
2721:Ring-closing metathesis
2581:Group transfer reaction
2546:Favorskii rearrangement
2486:Cornforth rearrangement
2416:Bamberger rearrangement
2321:Wolff–Kishner reduction
2141:Markó–Lam deoxygenation
2036:Fleming–Tamao oxidation
2031:Fischer–Tropsch process
1718:Oxymercuration reaction
1698:Knorr pyrrole synthesis
1524:Barton–Kellogg reaction
1430:Wagner-Jauregg reaction
1350:Ring-closing metathesis
1340:Reimer–Tiemann reaction
1330:Rauhut–Currier reaction
1245:Nef isocyanide reaction
1205:Malonic ester synthesis
1175:Knorr pyrrole synthesis
1110:High dilution principle
1045:Friedel–Crafts reaction
980:Cross-coupling reaction
905:Bucherer–Bergs reaction
890:Blanc chloromethylation
880:Blaise ketone synthesis
855:Baylis–Hillman reaction
850:Barton–Kellogg reaction
825:Allan–Robinson reaction
731:Woodward–Hoffmann rules
466:Charge-transfer complex
112:Ruff–Fenton degradation
106:Ruff–Fenton degradation
3599:Carbohydrate chemistry
3460:Feist–Benary synthesis
3234:Bradsher cycloaddition
3204:4+4 Photocycloaddition
3161:Simmons–Smith reaction
3106:Paternò–Büchi reaction
2966:Feist–Benary synthesis
2956:Dieckmann condensation
2706:Pummerer rearrangement
2686:Oxy-Cope rearrangement
2661:Myers allene synthesis
2611:Jacobsen rearrangement
2526:Electrocyclic reaction
2501:Demjanov rearrangement
2456:Buchner ring expansion
2426:Beckmann rearrangement
2406:Aza-Cope rearrangement
2401:Arndt–Eistert reaction
2376:Alkyne zipper reaction
2296:Transfer hydrogenation
2271:Sharpless oxyamination
2246:Selenoxide elimination
2131:Lombardo methylenation
2056:Griesbaum coozonolysis
1966:Corey–Itsuno reduction
1941:Boyland–Sims oxidation
1881:Angeli–Rimini reaction
1529:Boord olefin synthesis
1473:Arndt–Eistert reaction
1465:Homologation reactions
1265:Nitro-Mannich reaction
1180:Kolbe–Schmitt reaction
990:Cross-coupling partner
910:Buchner ring expansion
830:Arndt–Eistert reaction
596:Kinetic isotope effect
343:Rearrangement reaction
48:
22:carbohydrate chemistry
3609:Degradation reactions
3604:Elimination reactions
3319:Pauson–Khand reaction
3156:Sharpless epoxidation
3111:Pechmann condensation
2991:Friedländer synthesis
2941:Davis–Beirut reaction
2796:Wallach rearrangement
2766:Stevens rearrangement
2701:Pinacol rearrangement
2681:Overman rearrangement
2596:Hofmann rearrangement
2591:Hayashi rearrangement
2556:Ferrier rearrangement
2511:Dimroth rearrangement
2496:Curtius rearrangement
2491:Criegee rearrangement
2471:Claisen rearrangement
2461:Carroll rearrangement
2396:Amadori rearrangement
2386:Allylic rearrangement
2266:Sharpless epoxidation
2001:Dess–Martin oxidation
1926:Bohn–Schmidt reaction
1786:Hofmann rearrangement
1589:Kauffmann olefination
1512:Olefination reactions
1450:Wurtz–Fittig reaction
1285:Palladium–NHC complex
1165:Kauffmann olefination
1120:Homologation reaction
970:Corey–House synthesis
950:Claisen rearrangement
746:Yukawa–Tsuno equation
706:Swain–Lupton equation
686:Spherical aromaticity
621:Möbius–Hückel concept
406:Aromatic ring current
368:Substitution reaction
46:
3525:Paal–Knorr synthesis
3395:Barton–Zard reaction
3339:Staudinger synthesis
3289:Ketene cycloaddition
3259:Diels–Alder reaction
3239:Cheletropic reaction
3219:Alkyne trimerisation
3101:Paal–Knorr synthesis
3066:Kulinkovich reaction
3041:Jacobsen epoxidation
2961:Diels–Alder reaction
2756:Smiles rearrangement
2746:Sigmatropic reaction
2631:Lossen rearrangement
2481:Corey–Fuchs reaction
2446:Boekelheide reaction
2441:Bergmann degradation
2371:Achmatowicz reaction
2156:Methionine sulfoxide
1956:Clemmensen reduction
1916:Bergmann degradation
1846:Acyloin condensation
1811:Strecker degradation
1766:Bergmann degradation
1733:Ullmann condensation
1599:Peterson olefination
1574:Hydrazone iodination
1554:Elimination reaction
1455:Zincke–Suhl reaction
1375:Sonogashira coupling
1335:Reformatsky reaction
1295:Peterson olefination
1260:Nierenstein reaction
1190:Kulinkovich reaction
1005:Diels–Alder reaction
965:Corey–Fuchs reaction
945:Claisen condensation
815:Alkyne trimerisation
790:Acyloin condensation
756:ÎŁ-bishomoaromaticity
716:Thorpe–Ingold effect
328:Elimination reaction
201:Braun, GĂ©za (1940).
110:In a variation, the
47:The Wohl degradation
3545:Prilezhaev reaction
3530:Pellizzari reaction
3209:(4+3) cycloaddition
3176:Van Leusen reaction
3151:Robinson annulation
3136:Pschorr cyclization
3131:Prilezhaev reaction
2861:Bergman cyclization
2816:Wolff rearrangement
2801:Weerman degradation
2691:Pericyclic reaction
2671:Neber rearrangement
2566:Fries rearrangement
2451:Brook rearrangement
2436:Bergman cyclization
2281:Staudinger reaction
2226:Rosenmund reduction
2216:Reductive amination
2181:Oppenauer oxidation
1971:Corey–Kim oxidation
1946:Cannizzaro reaction
1821:Weerman degradation
1796:Isosaccharinic acid
1708:Mukaiyama hydration
1564:Hofmann elimination
1549:Dehydrohalogenation
1534:Chugaev elimination
1355:Robinson annulation
1300:Pfitzinger reaction
1070:Gattermann reaction
1015:Wulff–Dötz reaction
995:Dakin–West reaction
920:Carbonyl allylation
865:Bergman cyclization
651:Kennedy J. P. Orton
571:Hammond's postulate
541:Flippin–Lodge angle
511:Electromeric effect
436:Beta-silicon effect
421:Baker–Nathan effect
3294:McCormack reaction
3244:Conia-ene reaction
3076:Madelung synthesis
2866:Biginelli reaction
2656:Mumm rearrangement
2541:Favorskii reaction
2476:Cope rearrangement
2466:Chan rearrangement
2231:Rubottom oxidation
2161:Miyaura borylation
2126:Lipid peroxidation
2121:Lindgren oxidation
2101:Kornblum oxidation
2096:Kolbe electrolysis
2041:Fukuyama reduction
1951:Carbonyl reduction
1801:Marker degradation
1663:Diazonium compound
1653:Boudouard reaction
1632:Carbon-heteroatom
1559:Grieco elimination
1345:Rieche formylation
1290:Passerini reaction
1220:Meerwein arylation
1140:Hydroxymethylation
1035:Favorskii reaction
935:Chan rearrangement
870:Biginelli reaction
795:Aldol condensation
641:2-Norbornyl cation
616:Möbius aromaticity
611:Markovnikov's rule
506:Effective molarity
451:Bürgi–Dunitz angle
441:Bicycloaromaticity
94:In the final step
49:
3586:
3585:
3582:
3581:
3578:
3577:
3570:Wohl–Aue reaction
3214:6+4 Cycloaddition
3031:Iodolactonization
2351:1,2-rearrangement
2316:Wohl–Aue reaction
2236:Sabatier reaction
2201:Pinnick oxidation
2166:Mozingo reduction
2111:Leuckart reaction
2066:Haloform reaction
1981:Criegee oxidation
1961:Collins oxidation
1911:Benkeser reaction
1906:Bechamp reduction
1876:Andrussow process
1861:Alcohol oxidation
1771:Edman degradation
1678:Haloform reaction
1627:
1626:
1614:Takai olefination
1579:Julia olefination
1405:Takai olefination
1280:Olefin metathesis
1155:Julia olefination
1080:Grignard reaction
1060:Fukuyama coupling
975:Coupling reaction
940:Chan–Lam coupling
810:Alkyne metathesis
805:Alkane metathesis
661:Phosphaethynolate
566:George S. Hammond
526:Electronic effect
481:Conjugated system
363:Stereospecificity
358:Stereoselectivity
323:Addition reaction
312:organic reactions
257:Collected Volumes
245:Organic Syntheses
220:Collected Volumes
208:Organic Syntheses
136:hydrogen peroxide
132:Iron(III) sulfate
128:calcium hydroxide
59:by reaction with
3621:
3565:Wenker synthesis
3555:Stollé synthesis
3410:Bobbitt reaction
3380:Auwers synthesis
3324:Povarov reaction
3249:Cyclopropanation
3187:
3186:
3181:Wenker synthesis
2936:Darzens reaction
2886:Bobbitt reaction
2731:Schmidt reaction
2536:Enyne metathesis
2311:Whiting reaction
2306:Wharton reaction
2251:Shapiro reaction
2241:Sarett oxidation
2206:Prévost reaction
2016:Emde degradation
1826:Wohl degradation
1806:Ruff degradation
1776:Emde degradation
1673:Grignard reagent
1609:Shapiro reaction
1594:McMurry reaction
1461:
1460:
1425:Ullmann reaction
1390:Stollé synthesis
1380:Stetter reaction
1370:Shapiro reaction
1360:Sakurai reaction
1255:Negishi coupling
1235:Minisci reaction
1230:Michael reaction
1215:McMurry reaction
1210:Mannich reaction
1090:Hammick reaction
1085:Grignard reagent
1025:Enyne metathesis
1010:Doebner reaction
1000:Darzens reaction
845:Barbier reaction
835:Auwers synthesis
762:
761:
736:Woodward's rules
701:Superaromaticity
691:Spiroaromaticity
591:Inductive effect
586:Hyperconjugation
561:Hammett equation
501:Edwards equation
353:Regioselectivity
304:
297:
290:
281:
280:
274:
268:
262:
260:
253:
231:
225:
223:
216:
198:
192:
190:
164:
96:sodium methoxide
69:acetic anhydride
65:sodium methoxide
18:Wohl degradation
3629:
3628:
3624:
3623:
3622:
3620:
3619:
3618:
3589:
3588:
3587:
3574:
3475:Gewald reaction
3358:
3185:
3166:Skraup reaction
3001:Graham reaction
2996:Gewald reaction
2827:
2820:
2342:
2335:
2291:Swern oxidation
2276:Stahl oxidation
2221:Riley oxidation
2176:Omega oxidation
2136:Luche reduction
2086:Jones oxidation
2051:Glycol cleavage
2046:Ganem oxidation
1991:Davis oxidation
1986:Dakin oxidation
1921:Birch reduction
1871:Amide reduction
1837:
1830:
1791:Hooker reaction
1753:
1747:
1635:
1633:
1623:
1619:Wittig reaction
1507:
1503:Wittig reaction
1478:Hooker reaction
1459:
1440:Wittig reaction
1415:Thorpe reaction
1400:Suzuki reaction
1385:Stille reaction
1320:Quelet reaction
1195:Kumada coupling
1145:Ivanov reaction
1135:Hydrovinylation
1115:Hiyama coupling
1075:Glaser coupling
885:Blaise reaction
875:Bingel reaction
860:Benary reaction
777:
775:
769:
760:
656:Passive binding
576:Homoaromaticity
426:Baldwin's rules
401:Antiaromaticity
396:Anomeric effect
372:
314:
308:
278:
277:
269:
265:
255:
232:
228:
218:
199:
195:
165:
161:
156:
144:
108:
12:
11:
5:
3627:
3617:
3616:
3614:Name reactions
3611:
3606:
3601:
3584:
3583:
3580:
3579:
3576:
3575:
3573:
3572:
3567:
3562:
3557:
3552:
3547:
3542:
3537:
3532:
3527:
3522:
3517:
3512:
3507:
3502:
3497:
3492:
3487:
3482:
3480:Hantzsch ester
3477:
3472:
3467:
3462:
3457:
3452:
3447:
3442:
3437:
3432:
3427:
3422:
3417:
3412:
3407:
3402:
3397:
3392:
3390:Banert cascade
3387:
3382:
3377:
3372:
3366:
3364:
3360:
3359:
3357:
3356:
3351:
3346:
3341:
3336:
3331:
3329:Prato reaction
3326:
3321:
3316:
3311:
3306:
3301:
3296:
3291:
3286:
3281:
3276:
3271:
3266:
3261:
3256:
3251:
3246:
3241:
3236:
3231:
3226:
3221:
3216:
3211:
3206:
3201:
3195:
3193:
3184:
3183:
3178:
3173:
3168:
3163:
3158:
3153:
3148:
3143:
3138:
3133:
3128:
3123:
3118:
3113:
3108:
3103:
3098:
3093:
3088:
3083:
3078:
3073:
3068:
3063:
3058:
3053:
3048:
3043:
3038:
3033:
3028:
3023:
3018:
3013:
3008:
3003:
2998:
2993:
2988:
2983:
2978:
2973:
2968:
2963:
2958:
2953:
2948:
2943:
2938:
2933:
2928:
2923:
2918:
2913:
2908:
2903:
2898:
2893:
2888:
2883:
2878:
2873:
2868:
2863:
2858:
2853:
2848:
2843:
2838:
2832:
2830:
2822:
2821:
2819:
2818:
2813:
2808:
2803:
2798:
2793:
2788:
2783:
2778:
2773:
2768:
2763:
2758:
2753:
2748:
2743:
2738:
2733:
2728:
2723:
2718:
2713:
2708:
2703:
2698:
2693:
2688:
2683:
2678:
2673:
2668:
2663:
2658:
2653:
2648:
2643:
2638:
2633:
2628:
2623:
2618:
2613:
2608:
2603:
2598:
2593:
2588:
2583:
2578:
2573:
2568:
2563:
2558:
2553:
2548:
2543:
2538:
2533:
2528:
2523:
2518:
2513:
2508:
2503:
2498:
2493:
2488:
2483:
2478:
2473:
2468:
2463:
2458:
2453:
2448:
2443:
2438:
2433:
2428:
2423:
2421:Banert cascade
2418:
2413:
2408:
2403:
2398:
2393:
2388:
2383:
2378:
2373:
2368:
2363:
2358:
2353:
2347:
2345:
2341:Rearrangement
2337:
2336:
2334:
2333:
2331:Zinin reaction
2328:
2323:
2318:
2313:
2308:
2303:
2301:Wacker process
2298:
2293:
2288:
2283:
2278:
2273:
2268:
2263:
2258:
2253:
2248:
2243:
2238:
2233:
2228:
2223:
2218:
2213:
2208:
2203:
2198:
2193:
2188:
2183:
2178:
2173:
2168:
2163:
2158:
2153:
2148:
2143:
2138:
2133:
2128:
2123:
2118:
2113:
2108:
2103:
2098:
2093:
2088:
2083:
2078:
2076:Hydrogenolysis
2073:
2068:
2063:
2058:
2053:
2048:
2043:
2038:
2033:
2028:
2026:Étard reaction
2023:
2018:
2013:
2008:
2003:
1998:
1993:
1988:
1983:
1978:
1973:
1968:
1963:
1958:
1953:
1948:
1943:
1938:
1933:
1931:Bosch reaction
1928:
1923:
1918:
1913:
1908:
1903:
1898:
1893:
1888:
1883:
1878:
1873:
1868:
1863:
1858:
1853:
1848:
1842:
1840:
1836:Organic redox
1832:
1831:
1829:
1828:
1823:
1818:
1813:
1808:
1803:
1798:
1793:
1788:
1783:
1778:
1773:
1768:
1763:
1757:
1755:
1749:
1748:
1746:
1745:
1740:
1735:
1730:
1725:
1720:
1715:
1710:
1705:
1700:
1695:
1690:
1685:
1680:
1675:
1670:
1668:Esterification
1665:
1660:
1655:
1650:
1645:
1639:
1637:
1629:
1628:
1625:
1624:
1622:
1621:
1616:
1611:
1606:
1601:
1596:
1591:
1586:
1581:
1576:
1571:
1566:
1561:
1556:
1551:
1546:
1541:
1536:
1531:
1526:
1521:
1515:
1513:
1509:
1508:
1506:
1505:
1500:
1495:
1490:
1485:
1480:
1475:
1469:
1467:
1458:
1457:
1452:
1447:
1445:Wurtz reaction
1442:
1437:
1432:
1427:
1422:
1417:
1412:
1407:
1402:
1397:
1392:
1387:
1382:
1377:
1372:
1367:
1362:
1357:
1352:
1347:
1342:
1337:
1332:
1327:
1322:
1317:
1315:Prins reaction
1312:
1307:
1302:
1297:
1292:
1287:
1282:
1277:
1272:
1267:
1262:
1257:
1252:
1247:
1242:
1237:
1232:
1227:
1222:
1217:
1212:
1207:
1202:
1197:
1192:
1187:
1182:
1177:
1172:
1167:
1162:
1157:
1152:
1147:
1142:
1137:
1132:
1130:Hydrocyanation
1127:
1122:
1117:
1112:
1107:
1102:
1100:Henry reaction
1097:
1092:
1087:
1082:
1077:
1072:
1067:
1062:
1057:
1052:
1047:
1042:
1037:
1032:
1027:
1022:
1017:
1012:
1007:
1002:
997:
992:
987:
982:
977:
972:
967:
962:
957:
952:
947:
942:
937:
932:
927:
922:
917:
912:
907:
902:
897:
892:
887:
882:
877:
872:
867:
862:
857:
852:
847:
842:
837:
832:
827:
822:
817:
812:
807:
802:
800:Aldol reaction
797:
792:
787:
781:
779:
774:Carbon-carbon
771:
770:
759:
758:
753:
751:Zaitsev's rule
748:
743:
738:
733:
728:
723:
718:
713:
708:
703:
698:
696:Steric effects
693:
688:
683:
678:
673:
668:
663:
658:
653:
648:
643:
638:
633:
628:
623:
618:
613:
608:
603:
598:
593:
588:
583:
578:
573:
568:
563:
558:
553:
548:
543:
538:
533:
528:
523:
518:
513:
508:
503:
498:
493:
488:
483:
478:
473:
468:
463:
458:
453:
448:
443:
438:
433:
428:
423:
418:
413:
408:
403:
398:
393:
388:
383:
377:
374:
373:
371:
370:
365:
360:
355:
350:
348:Redox reaction
345:
340:
335:
333:Polymerization
330:
325:
319:
316:
315:
307:
306:
299:
292:
284:
276:
275:
263:
240:-gluconitrile"
226:
193:
182:(1): 730–744,
158:
157:
155:
152:
151:
150:
143:
140:
107:
104:
77:sodium acetate
9:
6:
4:
3:
2:
3626:
3615:
3612:
3610:
3607:
3605:
3602:
3600:
3597:
3596:
3594:
3571:
3568:
3566:
3563:
3561:
3558:
3556:
3553:
3551:
3548:
3546:
3543:
3541:
3538:
3536:
3533:
3531:
3528:
3526:
3523:
3521:
3518:
3516:
3513:
3511:
3508:
3506:
3503:
3501:
3498:
3496:
3493:
3491:
3490:Herz reaction
3488:
3486:
3483:
3481:
3478:
3476:
3473:
3471:
3468:
3466:
3463:
3461:
3458:
3456:
3453:
3451:
3448:
3446:
3443:
3441:
3438:
3436:
3433:
3431:
3428:
3426:
3423:
3421:
3418:
3416:
3413:
3411:
3408:
3406:
3403:
3401:
3398:
3396:
3393:
3391:
3388:
3386:
3383:
3381:
3378:
3376:
3373:
3371:
3368:
3367:
3365:
3361:
3355:
3352:
3350:
3347:
3345:
3342:
3340:
3337:
3335:
3332:
3330:
3327:
3325:
3322:
3320:
3317:
3315:
3312:
3310:
3307:
3305:
3302:
3300:
3297:
3295:
3292:
3290:
3287:
3285:
3282:
3280:
3277:
3275:
3272:
3270:
3267:
3265:
3262:
3260:
3257:
3255:
3252:
3250:
3247:
3245:
3242:
3240:
3237:
3235:
3232:
3230:
3227:
3225:
3222:
3220:
3217:
3215:
3212:
3210:
3207:
3205:
3202:
3200:
3197:
3196:
3194:
3192:
3191:Cycloaddition
3188:
3182:
3179:
3177:
3174:
3172:
3169:
3167:
3164:
3162:
3159:
3157:
3154:
3152:
3149:
3147:
3144:
3142:
3139:
3137:
3134:
3132:
3129:
3127:
3124:
3122:
3119:
3117:
3114:
3112:
3109:
3107:
3104:
3102:
3099:
3097:
3094:
3092:
3089:
3087:
3084:
3082:
3079:
3077:
3074:
3072:
3069:
3067:
3064:
3062:
3059:
3057:
3054:
3052:
3049:
3047:
3044:
3042:
3039:
3037:
3036:Isay reaction
3034:
3032:
3029:
3027:
3024:
3022:
3019:
3017:
3014:
3012:
3009:
3007:
3004:
3002:
2999:
2997:
2994:
2992:
2989:
2987:
2984:
2982:
2979:
2977:
2974:
2972:
2969:
2967:
2964:
2962:
2959:
2957:
2954:
2952:
2949:
2947:
2944:
2942:
2939:
2937:
2934:
2932:
2931:Cycloaddition
2929:
2927:
2924:
2922:
2919:
2917:
2914:
2912:
2909:
2907:
2904:
2902:
2899:
2897:
2894:
2892:
2889:
2887:
2884:
2882:
2879:
2877:
2874:
2872:
2869:
2867:
2864:
2862:
2859:
2857:
2854:
2852:
2849:
2847:
2844:
2842:
2839:
2837:
2834:
2833:
2831:
2829:
2826:Ring forming
2823:
2817:
2814:
2812:
2809:
2807:
2804:
2802:
2799:
2797:
2794:
2792:
2789:
2787:
2784:
2782:
2779:
2777:
2774:
2772:
2769:
2767:
2764:
2762:
2759:
2757:
2754:
2752:
2749:
2747:
2744:
2742:
2739:
2737:
2734:
2732:
2729:
2727:
2726:Rupe reaction
2724:
2722:
2719:
2717:
2714:
2712:
2709:
2707:
2704:
2702:
2699:
2697:
2694:
2692:
2689:
2687:
2684:
2682:
2679:
2677:
2674:
2672:
2669:
2667:
2664:
2662:
2659:
2657:
2654:
2652:
2649:
2647:
2644:
2642:
2639:
2637:
2634:
2632:
2629:
2627:
2624:
2622:
2619:
2617:
2614:
2612:
2609:
2607:
2604:
2602:
2599:
2597:
2594:
2592:
2589:
2587:
2584:
2582:
2579:
2577:
2574:
2572:
2569:
2567:
2564:
2562:
2559:
2557:
2554:
2552:
2549:
2547:
2544:
2542:
2539:
2537:
2534:
2532:
2529:
2527:
2524:
2522:
2519:
2517:
2514:
2512:
2509:
2507:
2504:
2502:
2499:
2497:
2494:
2492:
2489:
2487:
2484:
2482:
2479:
2477:
2474:
2472:
2469:
2467:
2464:
2462:
2459:
2457:
2454:
2452:
2449:
2447:
2444:
2442:
2439:
2437:
2434:
2432:
2429:
2427:
2424:
2422:
2419:
2417:
2414:
2412:
2409:
2407:
2404:
2402:
2399:
2397:
2394:
2392:
2389:
2387:
2384:
2382:
2379:
2377:
2374:
2372:
2369:
2367:
2364:
2362:
2359:
2357:
2354:
2352:
2349:
2348:
2346:
2344:
2338:
2332:
2329:
2327:
2324:
2322:
2319:
2317:
2314:
2312:
2309:
2307:
2304:
2302:
2299:
2297:
2294:
2292:
2289:
2287:
2284:
2282:
2279:
2277:
2274:
2272:
2269:
2267:
2264:
2262:
2259:
2257:
2254:
2252:
2249:
2247:
2244:
2242:
2239:
2237:
2234:
2232:
2229:
2227:
2224:
2222:
2219:
2217:
2214:
2212:
2209:
2207:
2204:
2202:
2199:
2197:
2194:
2192:
2189:
2187:
2184:
2182:
2179:
2177:
2174:
2172:
2169:
2167:
2164:
2162:
2159:
2157:
2154:
2152:
2149:
2147:
2144:
2142:
2139:
2137:
2134:
2132:
2129:
2127:
2124:
2122:
2119:
2117:
2116:Ley oxidation
2114:
2112:
2109:
2107:
2104:
2102:
2099:
2097:
2094:
2092:
2089:
2087:
2084:
2082:
2081:Hydroxylation
2079:
2077:
2074:
2072:
2071:Hydrogenation
2069:
2067:
2064:
2062:
2059:
2057:
2054:
2052:
2049:
2047:
2044:
2042:
2039:
2037:
2034:
2032:
2029:
2027:
2024:
2022:
2019:
2017:
2014:
2012:
2009:
2007:
2006:DNA oxidation
2004:
2002:
1999:
1997:
1996:Deoxygenation
1994:
1992:
1989:
1987:
1984:
1982:
1979:
1977:
1974:
1972:
1969:
1967:
1964:
1962:
1959:
1957:
1954:
1952:
1949:
1947:
1944:
1942:
1939:
1937:
1934:
1932:
1929:
1927:
1924:
1922:
1919:
1917:
1914:
1912:
1909:
1907:
1904:
1902:
1899:
1897:
1894:
1892:
1889:
1887:
1886:Aromatization
1884:
1882:
1879:
1877:
1874:
1872:
1869:
1867:
1864:
1862:
1859:
1857:
1854:
1852:
1849:
1847:
1844:
1843:
1841:
1839:
1833:
1827:
1824:
1822:
1819:
1817:
1814:
1812:
1809:
1807:
1804:
1802:
1799:
1797:
1794:
1792:
1789:
1787:
1784:
1782:
1779:
1777:
1774:
1772:
1769:
1767:
1764:
1762:
1759:
1758:
1756:
1750:
1744:
1741:
1739:
1736:
1734:
1731:
1729:
1726:
1724:
1723:Reed reaction
1721:
1719:
1716:
1714:
1711:
1709:
1706:
1704:
1701:
1699:
1696:
1694:
1691:
1689:
1686:
1684:
1681:
1679:
1676:
1674:
1671:
1669:
1666:
1664:
1661:
1659:
1656:
1654:
1651:
1649:
1646:
1644:
1641:
1640:
1638:
1634:bond forming
1630:
1620:
1617:
1615:
1612:
1610:
1607:
1605:
1602:
1600:
1597:
1595:
1592:
1590:
1587:
1585:
1582:
1580:
1577:
1575:
1572:
1570:
1567:
1565:
1562:
1560:
1557:
1555:
1552:
1550:
1547:
1545:
1542:
1540:
1539:Cope reaction
1537:
1535:
1532:
1530:
1527:
1525:
1522:
1520:
1517:
1516:
1514:
1510:
1504:
1501:
1499:
1496:
1494:
1491:
1489:
1486:
1484:
1481:
1479:
1476:
1474:
1471:
1470:
1468:
1466:
1462:
1456:
1453:
1451:
1448:
1446:
1443:
1441:
1438:
1436:
1433:
1431:
1428:
1426:
1423:
1421:
1418:
1416:
1413:
1411:
1408:
1406:
1403:
1401:
1398:
1396:
1393:
1391:
1388:
1386:
1383:
1381:
1378:
1376:
1373:
1371:
1368:
1366:
1363:
1361:
1358:
1356:
1353:
1351:
1348:
1346:
1343:
1341:
1338:
1336:
1333:
1331:
1328:
1326:
1323:
1321:
1318:
1316:
1313:
1311:
1308:
1306:
1303:
1301:
1298:
1296:
1293:
1291:
1288:
1286:
1283:
1281:
1278:
1276:
1273:
1271:
1268:
1266:
1263:
1261:
1258:
1256:
1253:
1251:
1250:Nef synthesis
1248:
1246:
1243:
1241:
1238:
1236:
1233:
1231:
1228:
1226:
1225:Methylenation
1223:
1221:
1218:
1216:
1213:
1211:
1208:
1206:
1203:
1201:
1198:
1196:
1193:
1191:
1188:
1186:
1183:
1181:
1178:
1176:
1173:
1171:
1168:
1166:
1163:
1161:
1158:
1156:
1153:
1151:
1148:
1146:
1143:
1141:
1138:
1136:
1133:
1131:
1128:
1126:
1123:
1121:
1118:
1116:
1113:
1111:
1108:
1106:
1103:
1101:
1098:
1096:
1095:Heck reaction
1093:
1091:
1088:
1086:
1083:
1081:
1078:
1076:
1073:
1071:
1068:
1066:
1063:
1061:
1058:
1056:
1053:
1051:
1048:
1046:
1043:
1041:
1038:
1036:
1033:
1031:
1028:
1026:
1023:
1021:
1018:
1016:
1013:
1011:
1008:
1006:
1003:
1001:
998:
996:
993:
991:
988:
986:
983:
981:
978:
976:
973:
971:
968:
966:
963:
961:
958:
956:
953:
951:
948:
946:
943:
941:
938:
936:
933:
931:
928:
926:
923:
921:
918:
916:
913:
911:
908:
906:
903:
901:
898:
896:
893:
891:
888:
886:
883:
881:
878:
876:
873:
871:
868:
866:
863:
861:
858:
856:
853:
851:
848:
846:
843:
841:
838:
836:
833:
831:
828:
826:
823:
821:
818:
816:
813:
811:
808:
806:
803:
801:
798:
796:
793:
791:
788:
786:
783:
782:
780:
776:bond forming
772:
768:
763:
757:
754:
752:
749:
747:
744:
742:
741:Y-aromaticity
739:
737:
734:
732:
729:
727:
726:Walsh diagram
724:
722:
719:
717:
714:
712:
711:Taft equation
709:
707:
704:
702:
699:
697:
694:
692:
689:
687:
684:
682:
681:ÎŁ-aromaticity
679:
677:
674:
672:
669:
667:
664:
662:
659:
657:
654:
652:
649:
647:
644:
642:
639:
637:
634:
632:
629:
627:
624:
622:
619:
617:
614:
612:
609:
607:
606:Marcus theory
604:
602:
599:
597:
594:
592:
589:
587:
584:
582:
581:HĂĽckel's rule
579:
577:
574:
572:
569:
567:
564:
562:
559:
557:
554:
552:
549:
547:
544:
542:
539:
537:
536:Evelyn effect
534:
532:
529:
527:
524:
522:
519:
517:
516:Electron-rich
514:
512:
509:
507:
504:
502:
499:
497:
494:
492:
489:
487:
484:
482:
479:
477:
474:
472:
469:
467:
464:
462:
459:
457:
454:
452:
449:
447:
444:
442:
439:
437:
434:
432:
431:Bema Hapothle
429:
427:
424:
422:
419:
417:
414:
412:
409:
407:
404:
402:
399:
397:
394:
392:
389:
387:
384:
382:
379:
378:
375:
369:
366:
364:
361:
359:
356:
354:
351:
349:
346:
344:
341:
339:
336:
334:
331:
329:
326:
324:
321:
320:
317:
313:
305:
300:
298:
293:
291:
286:
285:
282:
272:
267:
258:
251:
247:
246:
241:
239:
236:"Pentaacetyl
230:
221:
214:
210:
209:
204:
203:"D-Arabinose"
197:
189:
185:
181:
177:
173:
169:
163:
159:
149:
146:
145:
139:
137:
133:
129:
125:
121:
120:H.J.H. Fenton
117:
113:
103:
101:
97:
92:
90:
86:
82:
78:
74:
70:
66:
62:
61:hydroxylamine
58:
54:
45:
41:
40:(1863–1939).
39:
35:
31:
27:
23:
19:
2531:Ene reaction
1891:Autoxidation
1825:
1752:Degradation
1643:Azo coupling
1420:Ugi reaction
1020:Ene reaction
820:Alkynylation
671:Polyfluorene
666:Polar effect
531:Electrophile
446:Bredt's rule
416:Baird's rule
386:Alpha effect
270:
266:
256:
249:
243:
237:
229:
219:
212:
206:
196:
179:
175:
162:
148:Nef reaction
111:
109:
93:
50:
17:
15:
1030:Ethenolysis
676:Ring strain
646:Nucleophile
471:Clar's rule
411:Aromaticity
73:acetic acid
38:Alfred Wohl
3593:Categories
3314:Ozonolysis
2841:Annulation
2191:Ozonolysis
310:Topics in
176:Chem. Ber.
154:References
87:groups to
2828:reactions
2343:reactions
1838:reactions
1754:reactions
1636:reactions
778:reactions
116:Otto Ruff
91:groups.
53:d-glucose
34:arabinose
721:Vinylogy
391:Annulene
338:Reagents
170:(1893),
168:Wohl, A.
142:See also
100:methanol
381:A value
124:bromine
89:acetate
85:alcohol
81:nitrile
30:glucose
26:aldoses
118:1898,
75:with
57:oxime
252:: 74
215:: 14
134:and
126:and
63:and
16:The
184:doi
98:in
71:in
32:to
20:in
3595::
261:..
254:;
250:20
248:.
242:.
224:..
217:;
213:20
211:.
205:.
180:26
178:,
174:,
138:.
303:e
296:t
289:v
238:d
191:.
186::
114:(
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