Pd-catalyzed asymmetric allylic alkylation of indoles and pyrroles by chiral alkene-phosphine ligands

Org Lett. 2011 May 6;13(9):2164-7. doi: 10.1021/ol200602x. Epub 2011 Apr 4.

Abstract

A variety of chiral binaphthyl-based terminal-alkene-phosphine hybrid ligands were synthesized in four steps with (S)-BINOL as a starting material and utilized for the Pd-catalyzed enantioselective allylic alkylations of indoles and pyrroles to afford the desired products in high yields with good to excellent ee's.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Alkylation
  • Catalysis
  • Indoles / chemistry*
  • Ligands
  • Molecular Structure
  • Palladium / chemistry*
  • Phosphines / chemistry*
  • Pyrroles / chemistry*
  • Stereoisomerism

Substances

  • Alkenes
  • Indoles
  • Ligands
  • Phosphines
  • Pyrroles
  • Palladium
  • phosphine