Copper ion-induced activation and asymmetric benzoylation of 1,2-diols: Kinetic chiral molecular recognition

被引：142

作者：

Matsumura, Y ^{[1
]}

Maki, T ^{[1
]}

Murakami, S ^{[1
]}

Onomura, O ^{[1
]}

机构：

[1] Nagasaki Univ, Grad Sch Biomed Sci, Dept Pharmaceut Sci, Nagasaki 8528521, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 08期

关键词：

D O I：

10.1021/ja0289402

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New catalytic ability of copper(II) ion has been exploited for monobenzoylation of 1,2-diols. The catalyst can be readily modified by ligation to acquire higher stereoselectivity. Highly effective kinetic resolution of dl-1,2-diols was achieved. The enantiodiscrimination process was clearly shown to be controlled by the kinetics of acylation of dl-1,2-diols. The catalytic method was successfully applied to asymmetric desymmetrization of meso-hydrobenzoin. Copyright © 2003 American Chemical Society.

引用

页码：2052 / 2053

页数：2

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