A one-flask synthesis of Weinreb amides from chiral and achiral carboxylic acids using the Deoxo-Fluor fluorinating reagent

被引：54

作者：

Tunoori, AR

White, JM

Georg, GI ^{[1
]}

机构：

[1] Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA

[2] Univ Kansas, Higuchi Biosci Ctr, Drug Discovery Program, Lawrence, KS 66045 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 25期

关键词：

D O I：

10.1021/ol000318w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The reagent [bis(2-methoxyethyl)amino]sulfur trifluoride (Deoxo-Fluor reagent) converts carboxylic acids to the corresponding acid fluorides, which then react with EI,N-dimethylhydroxylamine to give the corresponding Weinreb amides in high yields. The reaction proceeds without racemization when optically active acids are used as the starting material. This method is operationally simple and provides the products in high purity.

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页码：4091 / 4093

页数：3

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