Enantioselective zinc-catalyzed hydrosilylation of ketones using pybox or pybim ligands

Chem Asian J. 2012 Feb 6;7(2):314-20. doi: 10.1002/asia.201100561. Epub 2011 Dec 15.

Abstract

The combination of ZnEt(2) and chiral pyridinebisoxazoline (pybox) or pyridinebisimidazoline (pybim) ligands catalyzed the asymmetric hydrosilylation of aryl, alkyl, cyclic, heterocyclic, and aliphatic ketones. Under mild conditions, high yields and good enantioselectivities were achieved. ESI measurements allowed for the characterization of the active catalyst.

MeSH terms

  • Catalysis
  • Imidazolines / chemistry*
  • Ketones / chemistry*
  • Ligands*
  • Molecular Structure
  • Oxazoles / chemistry*
  • Pyridines / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Stereoisomerism
  • Water / chemistry*
  • Zinc / chemistry*

Substances

  • (4'S,5'S)-2,6-bis(4'-(triisopropylsilyl)oxymethyl-5'-phenyl-1',3'-oxazolin-2'-yl)pyridine
  • Imidazolines
  • Ketones
  • Ligands
  • Oxazoles
  • Pyridines
  • Water
  • Zinc