Catalytic asymmetric intramolecular hydroarylations of omega-aryloxy- and arylamino-tethered alpha,beta-unsaturated aldehydes

Chemistry. 2009;15(12):2742-6. doi: 10.1002/chem.200802722.

Abstract

Economical approach: The first organocatalytic asymmetric intramolecular hydroarylation of phenol- and aniline-derived enals offers one of the most straightforward and atom-economic approaches to enantioriched chromans and tetrahydroquinolines (up to 96% ee; see scheme).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Aniline Compounds / chemistry*
  • Catalysis
  • Chromans / chemical synthesis*
  • Chromans / chemistry
  • Combinatorial Chemistry Techniques
  • Molecular Structure
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry
  • Stereoisomerism

Substances

  • Aldehydes
  • Aniline Compounds
  • Chromans
  • Quinolines