Quinine-thiourea catalyzed enantioselective hydrophosphonylation of trifluoromethyl 2(1H)-quinazolinones

Chem Commun (Camb). 2013 Jan 30;49(9):928-30. doi: 10.1039/c2cc38097h.

Abstract

An organocatalytic enantioselective addition reaction of cyclic ketoimines with phosphites has been developed for the first time. The process, catalyzed by Soós' quinine thiourea, affords synthetically and medicinally interesting enantioenriched trifluoromethyl dihydroquinazolinones in high yields and with high enantioselectivities.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Catalysis
  • Halogenation
  • Models, Molecular
  • Quinazolinones / chemical synthesis*
  • Quinazolinones / chemistry
  • Quinine / chemistry*
  • Stereoisomerism
  • Thiourea / chemistry*

Substances

  • Quinazolinones
  • Quinine
  • Thiourea