The first example of enantioselective protonation of prochiral enolates with chiral gamma-hydroxyselenoxides

被引：30

作者：

Takahashi, T ^{[1
]}

Nakao, N ^{[1
]}

Koizumi, T ^{[1
]}

机构：

[1] TOYAMA MED & PHARMACEUT UNIV, FAC PHARMACEUT SCI, SUGITANI, TOYAMA 93001, JAPAN

来源：

CHEMISTRY LETTERS | 1996年 / 03期

关键词：

D O I：

10.1246/cl.1996.207

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantioselective protonation of a simple enolate has been developed using an optically pure gamma-hydroxyselenoxide 1 as a chiral proton source, Reaction of zinc bromide enolate 7b with (S-Se)-selenoxide (S-Se)-1c gave (S)-2-benzylcyclohexanone (S)-8 with high enantioselectivity. Intramolecular hydrogen bonding between hydroxy group and seleninyl-oxygen of 1 would contribute to this asymmetric induction.

引用

页码：207 / 208

页数：2

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