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ChemInform Abstract: Enantioselective Organocatalytic Conjugate Addition of Fluorocarbon Nucleophiles to α,β-Unsaturated Aldehydes.

✍ Scribed by Farman Ullah; Gui-Ling Zhao; Luca Deiana; Mingzhao Zhu; Pawel Dziedzic; Ismail Ibrahem; Peter Hammar; Junliang Sun; Armando Cordova

Publisher
John Wiley and Sons
Year
2010
Weight
65 KB
Volume
41
Category
Article
ISSN
0931-7597

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✦ Synopsis

Abstract

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## Abstract The first example of an organocatalytic asymmetric Michael addition of aldehydes to α,β‐unsaturated thiol esters promoted by chiral diphenylprolinol silyl ether is presented. The reaction occurs with good yields, diastereoselectivity and excellent enantioselectivity.

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Organocatalysis [1] has expanded widely within the last few years, since the rediscovery of the proline-catalyzed aldol reaction. [2] Since then, several different methods, such as fluorination, [3] chlorination, [4] bromination, [5] sulfenylation, [6] amination, [7] and Mannich reactions, [8] have