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Organocatalytic Michael addition of unprotected 3-substituted oxindoles to nitroolefins†
Miao Ding,Feng Zhou,Zi-Qing Qian,Jian Zhou
Organic & Biomolecular Chemistry Pub Date : 05/17/2010 00:00:00 , DOI:10.1039/C004037A
Abstract

Quinidine was found to catalyze the Michael addition of unprotected 3-substituted oxindoles to nitroolefins in excellent yield and moderate to good diastereoselectivity. Bifunctional quinidine derived thiourea catalyst 10 could catalyze this reaction to afford the major diastereomer in up to 85% ee.

Graphical abstract: Organocatalytic Michael addition of unprotected 3-substituted oxindoles to nitroolefins
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