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

Authors

David Konas, Montclair State UniversityFollow
James K. Coward, University of Michigan, Ann Arbor

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

Montclair State University Digital Commons Citation

Konas, David and Coward, James K., "Synthesis of L-4,4-Difluoroglutamic Acid Via Electrophilic Difluorination of a Lactam" (1999). Department of Chemistry and Biochemistry Faculty Scholarship and Creative Works. 17.
https://digitalcommons.montclair.edu/chem-biochem-facpubs/17