Synthesis of highly functionalized fluorinated cispentacin derivatives

Chem Biodivers. 2012 Nov;9(11):2571-81. doi: 10.1002/cbdv.201200323.

Abstract

Fluorinated highly functionalized cispentacin derivatives were synthetised starting from an unsaturated bicyclic β-lactam through C=C bond functionalization via the dipolar cycloaddition of a nitrile oxide, isoxazoline opening, and fluorination by OH/F exchange.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclization
  • Cycloleucine / analogs & derivatives*
  • Cycloleucine / chemical synthesis
  • Cycloleucine / chemistry
  • Halogenation
  • Nitriles / chemistry
  • Oxides / chemistry
  • beta-Lactams / chemistry

Substances

  • Nitriles
  • Oxides
  • beta-Lactams
  • Cycloleucine
  • cispentacin