Highly enantioselective organocatalytic Strecker reaction of cyclic N-acyl trifluoromethylketimines: synthesis of anti-HIV drug DPC 083

Chem Commun (Camb). 2012 Dec 7;48(94):11552-4. doi: 10.1039/c2cc36307k.

Abstract

A highly efficient, organocatalytic, enantioselective Strecker reaction of cyclic N-acyl ketimines was developed for the preparation of enantioenriched cyclic α-amino nitriles with a quaternary carbon stereocentre and anti-HIV drug DPC 083.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-HIV Agents / chemical synthesis*
  • Anti-HIV Agents / chemistry
  • Catalysis
  • Chemistry Techniques, Synthetic
  • Imines / chemistry*
  • Nitriles / chemistry*
  • Quinazolines / chemical synthesis*
  • Quinazolines / chemistry
  • Stereoisomerism
  • Substrate Specificity
  • Thiourea / chemistry

Substances

  • Anti-HIV Agents
  • DPC 083
  • Imines
  • Nitriles
  • Quinazolines
  • ketimine
  • Thiourea