Synthetic equivalents based on Weinreb amide functionality for convenient access to monoprotected α-diketones

被引：3
|
作者：
Balasubramaniam, Sivaraman [1 ]
Aidhen, Indrapal Singh [1 ]
机构：
[1] Indian Inst Technol, Dept Chem, Madras 600036, Tamil Nadu, India
来源：
SYNLETT | 2007年 / 06期
关键词：
dithiolanes; dithianes; alpha-diketones; Weinreb amide;
D O I：
10.1055/s-2007-973882
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convenient new strategy for the synthesis of monoprotected alpha-diketones has been achieved. The strategy is based on the use of hitherto unreported N-methoxy-N-methyl-1,3-dithiolane-2-carboxamide and N-methoxy-N-methyl-1,3-dithiane-2-carboxamide as synthetic equivalent for an alpha-dicarbonyl unit with opposing polarity. Nucleophilic addition on the amide functionality followed by alkylation furnished the targeted monoprotected alpha-diketones in moderate to good yields.
引用
收藏
页码：959 / 963
页数：5
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