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

页码：959 / 963

页数：5

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