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
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.
引用
收藏
页码:2991 / 2994
页数:4
相关论文
共 11 条