ASYMMETRIC INDUCTION IN ACYCLIC RADICAL REACTIONS - ENANTIOSELECTIVE SYNTHESES OF (S)-2-DEUTERIOGLYCINE AND (R)-2-DEUTERIOGLYCINE

被引:20
作者
HAMON, DPG
MASSYWESTROPP, RA
RAZZINO, P
机构
[1] Department of Organic Chemistry, University of Adelaide, Adelaide, SA 5001
关键词
D O I
10.1016/S0040-4020(01)80156-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The (-)-8-phenylmenthol esters of N-Boc-glycine and N-BOC-2,2-dideuterioglycine were brominated with N-bromosuccinimide and the bromo compounds were reduced with tri-n-butyldeuteriostannane and tri-n-butylstannane respectively, to give the chiral glycine derivatives in 90% optical yield. Hydrolysis yielded the amino acid without racemisation.
引用
收藏
页码:6419 / 6428
页数:10
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