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Asymmetric organic catalysis with modified cinchona alkaloids

Journal

ACCOUNTS OF CHEMICAL RESEARCH
Volume 37, Issue 8, Pages 621-631

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ar030048s

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Insights into the role played by modified cinchona alkaloids in the Sharpless asymmetric dihydroxylation inspired studies of modified cinchona alkaloids as chiral organic catalysts that lead to the development of highly enantio selective alcoholyses for the desymmetrization, kinetic resolution, and dynamic kinetic resolution of cyclic anhydrides, cyanation of ketones, and 1,4-addition of thiols to cylic enones. These studies demonstrate the potential of modified cinchona alkaloids as broadly useful chiral organic catalysts for asymmetric synthesis.

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