A new class of chiral pyrrolidine for asymmetric Michael addition reactions.: New mechanism via simple 4+2 type attack of the enamine on the trans-nitrostyrene

被引：36
|
作者：
Diez, David
Gil, M. Jose
Moro, Rosalina F.
Marcos, Isidro S.
Garcia, P.
Basabe, P.
Garrido, Narciso M.
Broughton, Howard B.
Urones, J. G.
机构：
[1] Univ Salamanca, Fac Ciencias Quim, Dept Quim Organ, E-37008 Salamanca, Spain
[2] Lilly SA, Madrid 28108, Spain
来源：
TETRAHEDRON | 2007年 / 63卷 / 03期
关键词：
organocatalysis; proline; pyrrolidines; Michael addition; transition state; DFT; cycloaddition 4+2;
D O I：
10.1016/j.tet.2006.10.083
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new chiral organocatalyst is described in this paper. A new mechanism for the overall Michael condensation of ketones with nitroolefins using our catalyst is suggested based on molecular modelling studies. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：740 / 747
页数：8
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