Novel and efficient chiral bisphosphorus ligands for rhodium-catalyzed asymmetric hydrogenation

Org Lett. 2010 Mar 5;12(5):1104-7. doi: 10.1021/ol1000999.

Abstract

A series of structurally novel, operationally convenient, and efficient chiral 2-phosphino-2,3-dihydrobenzo[d][1,3]oxaphosphole ligands was developed. Applications of ligands 3a and 3b in rhodium-catalyzed asymmetric hydrogenation of alpha-(acylamino)acrylates and beta-(acylamino)acrylates provided excellent enantioselectivities (up to >99% ee) and reactivities (up to 10,000 TON).

MeSH terms

  • Catalysis
  • Hydrogenation
  • Ligands
  • Models, Molecular
  • Molecular Conformation
  • Organometallic Compounds / chemistry
  • Phosphorus / chemistry*
  • Rhodium / chemistry*
  • Stereoisomerism

Substances

  • Ligands
  • Organometallic Compounds
  • Phosphorus
  • Rhodium