A one-flask synthesis of weinreb amides from chiral and achiral carboxylic acids using the deoxo-fluor fluorinating reagent

Ashok Rao Tunoori, Jonathan M. White, Gunda I. Georg

Research output: Contribution to journalArticlepeer-review

50 Scopus citations

Abstract

(Matrix presented) The reagent [bis(2-methoxyethyl)amino]sulfur trifluoride (Deoxo-Fluor reagent) converts carboxylic acids to the corresponding acid fluorides, which then react with N,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.

Original languageEnglish (US)
Pages (from-to)4091-4093
Number of pages3
JournalOrganic Letters
Volume2
Issue number25
DOIs
StatePublished - Dec 14 2000

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