DIASTEREOSELECTIVE ELECTROPHILIC AMINATION OF KETONE ENOLATES IN 2-SUBSTITUTED 2-ACYL-1,3-DITHIANE 1-OXIDES

被引:18
|
作者
PAGE, PCB [1 ]
ALLIN, SM [1 ]
COLLINGTON, EW [1 ]
CARR, RAE [1 ]
机构
[1] GLAXO GRP RES LTD,GREENFORD UB6 0HE,MIDDX,ENGLAND
关键词
D O I
10.1016/0040-4039(94)85237-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enolate anions derived from 2-substituted 2-acyl-1,3-dithiane 1-oxides react readily with the nitrogen electrophile di-tert-butyl azodicarboxylate (DBAD) to give alpha-aminoketones with good diastereoselectivity and in reasonable yields; in some cases diastereoselectivity appears sufficiently high that the minor isomer cannot be detected by 400 MHz H-1 NMR spectroscopy.
引用
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页码:2427 / 2430
页数:4
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