Enantioselective conjugate addition of ketones to β-nitrostyrenes catalyzed by 1,2-amino alcohol-derived prolinamides

被引：41

作者：

Almasi, Diana

Alonso, Diego A.

Najera, Carmen

机构：

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

[2] Univ Alicante, Fac Ciencias, Inst Sintesis Organ, E-03080 Alicante, Spain

来源：

TETRAHEDRON-ASYMMETRY | 2006年 / 17卷 / 14期

关键词：

D O I：

10.1016/j.tetasy.2006.07.023

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Various L-prolinamides 14, prepared from L-proline and chiral beta-amino alcohols, are active bifunctional catalysts for the direct nitro-Michael addition of ketones to beta-nitrostyrenes. In particular, catalyst 14e prepared from L-proline and (1S,2R)-cis-1amino-2-indanol exhibits the highest catalytic performance working in polar aprotic solvents such as NMP. High syn-diastereoselectivities (up to 94% de) and good enantioselectivities (up to 80% ee) were obtained at rt. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：2064 / 2068

页数：5

共 54 条

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