Dynamic thermodynamic resolution: Control of enantioselectivity through diastereomeric equilibration

被引：177

作者：

Beak, P ^{[1
]}

Anderson, DR ^{[1
]}

Curtis, MD ^{[1
]}

Laumer, JM ^{[1
]}

Pippel, DJ ^{[1
]}

Weisenburger, GA ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Urbana, IL 61801 USA

来源：

ACCOUNTS OF CHEMICAL RESEARCH | 2000年 / 33卷 / 10期

关键词：

D O I：

10.1021/ar000077s

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A theoretical foundation, tools for recognition:and control, and recent examples of a class of asymmetric transformation termed dynamic thermodynamic resolution are presented. Enantioselective reaction pathways that involve an induced diastereomeric equilibration to intermediates, which are configurationally stable bn the time scale of a subsequent reaction, are illustrated. Dynamic thermodynamic resolution differs from the classic, well-documented pathways of kinetic resolution and dynamic kinetic resolution in that equilibration and resolution can be operative on one system in separate controllable steps. This approach offers a high level of flexibility and provides multiple opportunities for optimization of enantioselectivity.

引用

页码：715 / 727

页数：13

共 34 条

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