Asymmetric synthesis of substituted cyclopentanes via Michael initiated ring closure reactions

被引：20

作者：

Yechezkel, T ^{[1
]}

Ghera, E ^{[1
]}

Ramesh, NG ^{[1
]}

Hassner, A ^{[1
]}

机构：

[1] BAR ILAN UNIV,DEPT CHEM,IL-52900 RAMAT GAN,ISRAEL

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 08期

基金：

以色列科学基金会;

关键词：

D O I：

10.1016/0957-4166(96)00301-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Michael initiated ring closure reactions of bromosulfone 1 and gamma-oxygenated (E)-alpha,beta-unsaturated esters, which lead stereohomogeneously to trisubstituted methylenecylopentanes, proceed also with good facial selectivity. The use of nonracemic enoate 14 in these reactions led to the synethesis of enantiomerically purl cylcopentanone 17. The reason for the preferred anti-selective Michael addition of enoate 14 with allyl and alkyl alpha-phenylsulfonyl lithiated reagents is discussed. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：2423 / 2436

页数：14

共 39 条

[1] ASYMMETRIC INDUCTION IN THE MICHAEL INITIATED RING-CLOSURE REACTION [J].