An efficient route to highly enantioenriched tetrahydroazulenes and β-tetralones by desymmetrization reactions of δ,δ-diaryldiazoaceto-acetates

Chem Commun (Camb). 2015 Jan 11;51(3):565-8. doi: 10.1039/c4cc08255a.

Abstract

A highly stereoselective desymmetrization reaction of δ,δ-diaryl-α-diazo-β-ketoesters catalyzed by chiral dirhodium carboxylates forms aromatic cycloaddition products in up to 97% ee.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry*
  • Acids / chemistry
  • Azulenes / chemistry*
  • Catalysis
  • Crystallography, X-Ray
  • Cyclization
  • Molecular Structure
  • Stereoisomerism
  • Tetralones / chemistry*

Substances

  • Acetates
  • Acids
  • Azulenes
  • Tetralones
  • beta-tetralone
  • azulene