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
收藏
页码：4482 / 4491
页数：10
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