ASYMMETRIC-SYNTHESIS OF (S)-[2-(H-2)]GLYCINE AND (R)-[2-(H-2)]GLYCINE VIA PHOTOLYSIS OF OPTICALLY-ACTIVE CHROMIUM CARBENE COMPLEXES - A COMPARISON OF STEREOSELECTIVITY BETWEEN CHROMIUM KETENE COMPLEXES, KETENES, AND ESTER ENOLATES

被引：42

作者：

HEGEDUS, LS

LASTRA, E

NARUKAWA, Y

SNUSTAD, DC

机构：

[1] Department of Chemistry, Colorado State University, Colorado 80523, Fort Collins

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1992年 / 114卷 / 08期

关键词：

D O I：

10.1021/ja00034a035

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(S)- and (R)-12-H-2(1)]glycine ("Chiral glycine") were synthesized in good yield with high deuterium incorporation and ee's of 82-86% by two different routes. Photolysis of optically active oxazolidine carbene chromium complexes and lithiation-deuteration of optically active alpha-oxazolidinone acetic esters were carried out. The stereoselectivities of the reactions of ketenes and chromium-bound ketenes with methanol-d were compared.

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页码：2991 / 2994

页数：4

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