Tandem asymmetric cyclopropanation/cope rearrangement. A highly diastereoselective and enantioselective method for the construction of 1,4-cycloheptadienes

被引：123

作者：

Davies, HML ^{[1
]}

Stafford, DG ^{[1
]}

Doan, BD ^{[1
]}

Houser, JH ^{[1
]}

机构：

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

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1998年 / 120卷 / 14期

关键词：

D O I：

10.1021/ja974201n

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Decomposition of vinyldiazoacetates by rhodium(II) (N-dodecylbenzenesulfonyl)prolinate (Rh-2(S-DOSP)(4), 1) in the presence of dienes results in a direct and highly enantioselective method for the formation of cis-divinylcyclopropanes. Combination of this process with a subsequent Cope rearrangement results in a highly enantioselective synthesis of a variety of cycloheptadienes containing multiple stereogenic centers.

引用

页码：3326 / 3331

页数：6

共 58 条

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