Catalytic Asymmetric Allylic Alkylation with Arylfluoroacetonitriles

J Org Chem. 2022 Sep 2;87(17):11880-11887. doi: 10.1021/acs.joc.2c01414. Epub 2022 Aug 17.

Abstract

A palladium(phosphinoxazoline) catalyzed method for asymmetric allylic alkylation of α-aryl-α-fluoroacetonitriles is introduced. This reaction achieves C-C bond formation and incorporation of two adjacent chirality centers with moderate to good yields, high enantioselectivities, and up to 15:1 dr.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Alkylation
  • Catalysis
  • Palladium* / chemistry
  • Stereoisomerism

Substances

  • Palladium