Influence of the Reaction Conditions on the Evolution of the Michael Addition of β-Keto Sulfones to α,β-Unsaturated Aldehydes

被引：38

作者：

Aleman, Jose ^{[1
]}

Marcos, Vanesa ^{[1
]}

Marzo, Leyre ^{[1
]}

Garcia Ruano, Jose Luis ^{[1
]}

机构：

[1] Univ Autonoma Madrid, Dept Quim Organ CI, E-28049 Madrid, Spain

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 2010卷 / 23期

关键词：

Organocatalysis; Michael addition; Aldehydes; Keto sulfones; ONE-POT SYNTHESIS; ASYMMETRIC ORGANOCATALYSIS; TANDEM; CHEMISTRY; FUNCTIONALIZATION; STRATEGIES; CENTERS; ETHERS; TARGET;

D O I：

10.1002/ejoc.201000502

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have studied the influence of different reaction conditions on the conjugated addition of beta-keto sulfones to alpha,beta-unsaturated aldehydes catalyzed by silyl prolinol ethers Small changes in the starting material and/or in the experimental protocol are able to produce significant variations in the structures of the final products. The high chemical versatility of the resulting Michael adducts make possible their use in a variety of tandem and one-pot reactions to afford polysubstituted cyclic products bearing multiple chiral centers.

引用

页码：4482 / 4491

页数：10

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