Organocatalytic Enantioselective Direct Vinylogous Michael Addition of -Substituted Butenolides to 3-Aroyl Acrylates and 1,2-Diaroylethylenes

被引:52
作者
Das, Utpal [1 ]
Chen, Yi-Ru [1 ]
Tsai, Yi-Ling [1 ]
Lin, Wenwei [1 ]
机构
[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 11677, Taiwan
关键词
cinchona alkaloids; -butenolides; Michael addition; organocatalysis; quaternary stereogenic center; MUKAIYAMA ALDOL REACTIONS; CARBON QUATERNARY STEREOCENTERS; CHIRAL GUANIDINE BASE; CONJUGATE ADDITIONS; GAMMA-BUTENOLIDE; NATURAL-PRODUCTS; ASYMMETRIC-SYNTHESIS; CINCHONA ALKALOIDS; CONSTRUCTION; CATALYSIS;
D O I
10.1002/chem.201301332
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Adding value: The direct vinylogous Michael addition of γ-substituted butenolides with a series of 3-aroyl acrylates and 1,2-diaroylethylenes has been demonstrated. This organocatalytic method delivers highly enantio- and diastereomerically pure γ,γ-disubstituted butenolides with adjacent quaternary and tertiary stereocenters (see scheme). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:7713 / 7717
页数:5
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