Asymmetric methallylation of ketones catalyzed by a highly active organocatalyst 3,3'-F2-BINOL

Org Lett. 2013 Apr 5;15(7):1710-3. doi: 10.1021/ol400498a. Epub 2013 Mar 25.

Abstract

(S)-3,3'-F2-BINOL has been synthesized for the first time and demonstrated as a highly active organocatalyst for asymmetric methallylation of ketones. Up to 98:2 enantioselectivity and 99% yield were obtained with 5 mol % catalyst loading. The catalyst (S)-3,3'-F2-BINOL could be easily recovered and reused.

MeSH terms

  • Catalysis
  • Ketones / chemistry*
  • Molecular Structure
  • Naphthols / chemistry*
  • Stereoisomerism

Substances

  • 3,3'-F2-BINOL
  • BINOL, naphthol
  • Ketones
  • Naphthols