Synthesis of L-4,4-Difluoroglutamic Acid Via Electrophilic Difluorination of a Lactam

Document Type

Article

Publication Date

12-30-1999

Journal / Book Title

Organic Letters

Abstract

(matrix presented) An enantiomerically pure bicyclic lactam proved to be an excellent substrate for electrophilic difluorination using N-fluorobenzenesulfonimide. The resulting difluorinated lactam can be easily converted into L-4,4-difluoroglutamic acid. To the best of our knowledge, this is the first example of a synthetically useful electrophilic difluorination of an unactivated lactam.

DOI

10.1021/ol991150l

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