Copper-Catalyzed Diastereo- and Enantioselective Desymmetrization of Cyclopropenes: Synthesis of Cyclopropylboronates

被引：166

作者：

Parra, Alejandro ^{[1
]}

Amenos, Laura ^{[1
]}

Guisan-Ceinos, Manuel ^{[1
]}

Lopez, Aurora ^{[1
]}

Garcia Ruano, Jose Luis ^{[1
]}

Tortosa, Mariola ^{[1
]}

机构：

[1] Univ Autonoma Madrid, Dept Quim Organ, E-28049 Madrid, Spain

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 45期

基金：

欧洲研究理事会;

关键词：

ELECTROPHILIC AMINATION; BUILDING-BLOCKS; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC HYDROBORATION; CONJUGATE ADDITIONS; EFFICIENT; ARYL; DERIVATIVES; BORATION; ESTERS;

D O I：

10.1021/ja510419z

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel Cu-catalyzed diastereo- and enantioselective desymmetrization of cyclopropenes to afford nonracemic cyclopropylboronates is described. Trapping the cyclopropylcopper intermediate with electrophilic amines allows for the synthesis of cyclopropylaminoboronic esters and demonstrates the potential of the approach for the synthesis of functionalized cyclopropanes.

引用

页码：15833 / 15836

页数：4

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