Kinetic Resolution of α-Hydroxy-Substituted Oxime Ethers by Enantioselective Cu-H-Catalyzed Si-O Coupling

被引：28

作者：

Dong, Xichang ^{[1
]}

Kita, Yuji ^{[1
]}

Oestreich, Martin ^{[1
]}

机构：

[1] Tech Univ Berlin, Inst Chem, Str 17 Juni 115, D-10623 Berlin, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 33期

关键词：

asymmetric catalysis; copper; dehydrogenative coupling; kinetic resolution; silicon; STEREOSELECTIVE SILYLATION; ASYMMETRIC SILYLATION; ALCOHOLS; DERIVATIVES; SELECTIVITY; 1,2-DIOLS; HYDRIDE; SILANES;

D O I：

10.1002/anie.201802947

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A catalyst-controlled enantioselective alcohol silylation by Cu-H-catalyzed dehydrogenative Si-O coupling of hydroxy groups to an oxime ether and simple hydrosilanes is reported. The selectivity factors reached in this kinetic resolution are generally high (s approximate to 50), and these reactions thereby provide reliable access to highly enantioenriched-hydroxy-substituted oxime ethers. The synthetic usefulness of these compounds is also demonstrated.

引用

页码：10728 / 10731

页数：4