Boron-trihalide-promoted regioselective ring-opening reactions of gem-difluorocyclopropyl ketones

Chem Commun (Camb). 2014 Feb 4;50(9):1077-9. doi: 10.1039/c3cc47879c.

Abstract

Boron trihalide-promoted ring-opening reactions of gem-difluorocyclopropyl ketones to give the corresponding β-trifluoromethyl ketones and β-halodifluoromethyl ketones were described. It was found that boron trihalides act as both Lewis acids and nucleophiles and the proximal bond prefers to cleave in this transformation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boron / chemistry*
  • Catalysis
  • Halogens / chemistry*
  • Ketones / chemistry*
  • Stereoisomerism

Substances

  • Halogens
  • Ketones
  • Boron