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of esters to prepare (a) β-unsaturated esters with high yield and selectivity; (b) 2-functionalized phenols via benzyne-mediated in-line generation of arylmagnesium intermediates and aerobic oxidation; (c) developing a three-step continuous flow system which integrates in-line isocyanide formation and photochemical cyclization for preparing quinoxaline derivatives and (d) a two-step glycosylation and deprotection sequence to prepare 5’-deoxyribonucleoside pharmaceuticals.
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epoxide–opening events. An ongoing effort in our group is the replication or emulation of such cascades. One aim is the efficient synthesis of these extremely complex natural products. In addition, we hope that our explorations into a diverse set of epoxide–opening cyclizations and cascades will shed further light on the fundamental feasibility of the
Nakanishi’s hypothesis.
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Streamlining multi-step processes: telescoping two or three step reactions into a single, continuous and uninterrupted reactor network to circumvent the need for isolation and/or purification of intermediates. Some examples include developing (a) a continuous protocol for the two-carbon homologation
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Nickel–Catalyzed Carbon–Carbon Bond
Formation. The majority of the transformations under investigation are carbon–carbon bond–forming reactions promoted by nickel catalysts. We have discovered a variety of coupling reactions to join a number of different functional groups in highly regio–, stereo–
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Designing integrated continuous manufacturing strategies for preparing active pharmaceutical ingredients. Within a broader context, I also been involved in developing end-to-end manufacturing processes which handle a variety of intermediate reactions, separations, crystallizations as well as drying
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Developing effective and reliable continuous flow protocols to improve reaction yield, selectivity and minimize safety risks relative to batch conditions. Included are continuous flow protocols to prepare b-amino alcohols, tetrazoles, asymmetric ketones, cyclic carbonates and amide bonds as well as
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Jamison is an organic chemist whose research is focused on the discovery and application of new reactions and technologies for organic synthesis. any of the transformations we target are based on common structural motifs or functional group patterns present in molecules provided to us by nature.
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Epoxide–Opening
Cascades. Over two decades ago, Koji Nakanishi proposed a provocative explanation for the structural and stereochemical similarities found across the ladder polyether family of natural products – the transformation of a polyepoxide into a ladder polyether via a cascade of
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Target–Oriented
Synthesis. In order to test the scope and the utility of newly developed methods, we strive to employ them in the total synthesis of natural products. Often these products are the original inspiration for the development of these methods. For example, we have found that
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In July 1999, Jamison began his independent career at MIT, where his research program focuses on the development of new methods of organic synthesis and their implementation in the total synthesis of natural products. He was tenured in 2006.
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Collaboration Award. Tim was awarded the MIT School of
Science's Teaching Prize for Undergraduate Education in 2013, and in 2012, was named a Fellow of the Royal Society of Chemistry, receiving the Society's Merck Award that same year.
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DIBAL-H reductions of esters to aldehydes, oxidation of alcohols and aldehydes, hydrogen-free alkene reductions, couplings (Ullmann condensations, Sonogashira couplings) and a variety of transformations mediated by photoredox catalysis.
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nickel–catalyzed reactions are compatible with a wide array of functional groups, making them useful in complex settings, such as fragment coupling or macrocyclization operations at a late stage in synthesis.
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On July 1, 2015, he became Head of MIT's
Chemistry Department, saying "I am honored and delighted to have the opportunity to serve chemistry, the School of Science, and MIT.
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and conducted undergraduate research in his group for nearly three years, the majority of which was under the tutelage of
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and enantioselective fashion depending on the nature of the supporting ligands on nickel.
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and formulation to generate active pharmaceutical ingredients in one controlled process.
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Teaching Prize for
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research. Upon returning to
Berkeley, he joined the laboratory of Prof.
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from the article and its talk page, especially if potentially
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Council of
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Scholarship supported ten months of research in Prof.
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269:. A six-month research assistantship at
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417:Innovation Award (2000)
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459:Scholar Award (2011)
444:Scholar Award (2004)
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423:CAREER Award (2001)
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331:Harvard University
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