Recent progress in the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres

Beilstein J Org Chem. 2017 Dec 12:13:2637-2658. doi: 10.3762/bjoc.13.262. eCollection 2017.

Abstract

Monofluoroalkenes are fluorinated motifs that can be used to replace amide bonds. In order to be incorporated into peptides, it is normally necessary to first synthesize a dipeptide where the amide bond has been replaced with a monofluoroalkene. In that context, this review will present the racemic and enantioselective synthesis of monofluoroalkene-based dipeptide isosteres described since 2007. Some applications of those compounds will also be presented.

Keywords: dipeptide isosteres; monofluoroalkene-based amide bonds; monofluoroalkenes; peptides; synthesis.

Publication types

  • Review