Metal carbene-promoted sequential transformations for the enantioselective synthesis of highly functionalized cycloheptadienes

被引：58

作者：

Deng, L ^{[1
]}

Giessert, AJ ^{[1
]}

Gerlitz, OO ^{[1
]}

Dai, X ^{[1
]}

Diver, ST ^{[1
]}

Davies, HML ^{[1
]}

机构：

[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2005年 / 127卷 / 05期

关键词：

D O I：

10.1021/ja045173t

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A two-step, three-component coupling of an alkyne, enol ether, and vinyl diazoester was accomplished by use of successive metal carbene-catalyzed transformations. This efficient approach to cycloheptadienes is both diastereo- and enantioselective. Kinetic resolution was accomplished on dienol ethers bearing a racemic chiral center at the propargylic position. A model is offered which explains the observed selectivity and accounts for the reactivity difference between trans- and cis-dienol ethers. Copyright © 2005 American Chemical Society.

引用

页码：1342 / 1343

页数：2

共 21 条

[1]

[Anonymous], 2003, HDB METATHESIS

[2] Pd-assisted multicomponent synthesis of heterocycles [J].