The effect of pre-existing stereocenters in the intramolecular asymmetric Stetter reaction

被引：46

作者：

Reynolds, NT ^{[1
]}

Rovis, T ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

TETRAHEDRON | 2005年 / 61卷 / 26期

关键词：

Stetter reaction; cyclopentanones; stereoselective;

D O I：

10.1016/j.tet.2005.03.121

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of disubstituted cyclopentanones have been synthesized by the intramolecular Stetter reaction. Racemic substrates containing one chiral center were used, allowing us the opportunity to observe a parallel kinetic resolution in the synthesis of 2,3- and 2,4disubstituted cyclopentanones. The Stetter reaction of 2,5-disubstituted cyclopentanones proved to be substrate controlled, resulting in the selective formation of the cis-diasteroiners with low ee. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：6368 / 6378

页数：11

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