Asymmetric cyclopropanation of electron-rich alkenes by the racemic diene rhodium catalyst: the chiral poisoning approach

Chem Commun (Camb). 2022 Jun 9;58(47):6709-6712. doi: 10.1039/d2cc01648f.

Abstract

Asymmetric cyclopropanation of alkenes by aryldiazoacetates was achieved using the readily-available racemic (diene)rhodium complex in combination with the chiral oxazoline-phenol ligand, which acts as the chiral poison and selectively inhibits one of the enantiomers of the catalyst. This approach eliminates a common problematic step of the synthesis of chiral catalysts.

MeSH terms

  • Alkenes
  • Catalysis
  • Electrons
  • Polyenes
  • Rhodium*
  • Stereoisomerism

Substances

  • Alkenes
  • Polyenes
  • Rhodium