Enantioselective Synthesis of Silanol

被引：72

作者：

Igawa, Kazunobu ^{[1
]}

Takada, Junko ^{[2
]}

Shimono, Tomohiro ^{[2
]}

Tomooka, Katsuhiko ^{[1
,2
]}

机构：

[1] Kyushu Univ, Inst Mat Chem & Engn, Fukuoka 8168580, Japan

[2] Tokyo Inst Technol, Grad Sch Sci & Engn, Dept Appl Chem, Meguro Ku, Tokyo 1528552, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 48期

关键词：

D O I：

10.1021/ja805848z

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An enantioselective nucleophilic substitution reaction of achiral dialkoxysilane has been developed. The reaction proceeds with efficient stereocontrol on the silicon chirality center to give the enantioenriched silyl ether, which can be converted to the silanol without loss of enantiopurity. We have analyzed the steric course of the reaction by using DFT calculations and propose a transition state model to explain the observed enantioselectivity.

引用

页码：16132 / +

页数：3

共 39 条

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