Oxidative N-heterocyclic carbene catalyzed stereoselective annulation of simple aldehydes and 5-alkenyl thiazolones

Chem Commun (Camb). 2015 May 11;51(38):8134-7. doi: 10.1039/c5cc01587a. Epub 2015 Apr 15.

Abstract

A highly diastereoselective annulation of simple aldehydes and 5-alkenyl thiazolones, via oxidative NHC catalysis has been developed. This strategy provides facile access to a diverse library of functionalized chiral thiazolo pyrones. Aerobic oxygen can also be applied as a secondary oxidant to avoid the use of stoichiometric organic or inorganic oxidants.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Catalysis
  • Heterocyclic Compounds / chemistry*
  • Methane / analogs & derivatives*
  • Methane / chemistry
  • Molecular Structure
  • Oxidation-Reduction
  • Pyrones / chemical synthesis*
  • Pyrones / chemistry
  • Stereoisomerism
  • Thiazoles / chemistry*

Substances

  • Aldehydes
  • Heterocyclic Compounds
  • Pyrones
  • Thiazoles
  • carbene
  • Methane