The first metal-catalyzed intramolecular [5+2] cycloadditions of vinylcyclopropanes and alkenes: Scope, stereochemistry, and asymmetric catalysis

被引：103

作者：

Wender, PA ^{[1
]}

Husfeld, CO ^{[1
]}

Langkopf, E ^{[1
]}

Love, JA ^{[1
]}

Pleuss, N ^{[1
]}

机构：

[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA

来源：

TETRAHEDRON | 1998年 / 54卷 / 25期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4020(98)00355-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first studies of the metal-catalyzed [5+2] cycloadditions of vinylcyclopropanes and alkenes are described. These reactions proceed with exceptional diastereoselectivity and in good to excellent yields. The effect of tether and substituent variations are examined. In addition, preliminary studies show that enantioselective cycloadditions can be achieved through the use of catalysts modified with chiral phosphine ligands. This novel, general, and efficient procedure provides a fundamentally new approach to the synthesis of a variety of products of structural and medicinal significance. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7203 / 7220

页数：18

共 79 条

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