Enantioselective organocatalyzed Henry reaction with fluoromethyl ketones

Chem Commun (Camb). 2008 Sep 28:(36):4360-2. doi: 10.1039/b807640e. Epub 2008 Jul 24.

Abstract

Remarkable generality in scope of new C9-benzoylcupreines bearing electron-withdrawing substituents for the nitroaldol condensation with fluoromethyl ketones is presented. Both tri- and difluoromethyl ketones provided excellent levels of stereoinduction (ee 76-99%) under mild reaction conditions and low loading of catalyst (1-5 mol%).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemical synthesis*
  • Alcohols / chemistry
  • Catalysis
  • Ketones / chemistry*
  • Molecular Structure
  • Nitro Compounds / chemical synthesis*
  • Nitro Compounds / chemistry
  • Stereoisomerism

Substances

  • Alcohols
  • Ketones
  • Nitro Compounds