Enantioselective Michael addition of α,α-disubstituted aldehydes to maleimides organocatalyzed by chiral primary amine-guanidines

被引：39

作者：

Avila, Angel

Chinchilla, Rafael ^{[1
]}

Najera, Carmen

机构：

[1] Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, Spain

来源：

TETRAHEDRON-ASYMMETRY | 2012年 / 23卷 / 24期

关键词：

CONJUGATE ADDITION; BICYCLIC GUANIDINE; ISOBUTYRALDEHYDE;

D O I：

10.1016/j.tetasy.2012.11.002

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

New primary amine-guanidines derived from the monoguanylation of (1S,2S)- and (1R,2R)-cyclohexane-1,2-diamine have been prepared and used as chiral organocatalysts for the enantioselective conjugate addition of alpha,alpha-disubstituted aldehydes to maleimides. The corresponding Michael adducts bearing a new stereocenter were generally obtained in high or quantitative yields and with good enantioselectivities (up to 93% ee). (C) 2012 Elsevier Ltd. All rights reserved.

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页码：1625 / 1627

页数：3

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