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Highly Enantioselective Michael Addition of Cyclic 1,3-Dicarbonyl Compounds to α,β-Unsaturated Ketones

Organic LettersPublished 6 January 2007
Jian‐Hua Xie, Lei Yue, Wei Chen, Wei Du, Jin Zhu, Jin-Gen Deng
Citations194
SJR quartileQ1
SJR score1.24
SNIP1.03

TL;DR

The highly enantioselective Michael addition of 1,3-cyclic dicarbonyl compounds to alpha,beta-unsaturated ketones was reported to be catalyzed by an organic primary amine derived from quinine.

Abstract

[reaction: see text] The highly enantioselective Michael addition of 1,3-cyclic dicarbonyl compounds to alpha,beta-unsaturated ketones was reported to be catalyzed by an organic primary amine derived from quinine. A chiral anticoagulant drug, (S)-warfarin, was directly prepared in 96% ee, and other related important adducts were also obtained in excellent enantioselectivity (89-99% ee).

Keywords

Chemistry