Enantioselective synthesis of planar chiral ferrocenes via palladium-catalyzed direct coupling with arylboronic acids

J Am Chem Soc. 2013 Jan 9;135(1):86-9. doi: 10.1021/ja311082u. Epub 2012 Dec 26.

Abstract

Enantioselective Pd(II)-catalyzed direct coupling of aminomethylferrocene derivatives with boronic acids was realized. With commercially available Boc-L-Val-OH as a ligand, planar-chiral ferrocenes could be synthesized in yields of 14-81% with up to 99% ee under mild conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boronic Acids / chemistry*
  • Catalysis
  • Ferrous Compounds / chemical synthesis*
  • Ferrous Compounds / chemistry
  • Metallocenes
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Palladium / chemistry*
  • Stereoisomerism

Substances

  • Boronic Acids
  • Ferrous Compounds
  • Metallocenes
  • Organometallic Compounds
  • Palladium
  • ferrocene