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New catalysts for the asymmetric hydrosilylation of ketones discovered by mass spectrometry screening

Academic Article
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Overview

authors

  • Yao, S.
  • Meng, J. C.
  • Siuzdak, Gary
  • Finn, M.G.

publication date

  • April 2003

journal

  • Journal of Organic Chemistry  Journal

abstract

  • A method for determining enantiomeric excess by mass spectrometry was employed to screen a family of chiral phosphite P,N-ligands for activity in the rhodium-catalyzed asymmetric hydrosilylation of ketones. The identification of an effective set of ligands was followed by preliminary studies of the reaction scope and mechanism. Asymmetric induction of 84-88% ee for larger-scale reactions was observed, which is close to the level of the best alternative catalysts previously discovered. The screening method was shown to be applicable to a variety of substrates without the need for special optimization.

subject areas

  • Catalysis
  • Chemistry, Organic
  • Ketones
  • Ligands
  • Models, Molecular
  • Molecular Structure
  • Rhodium
  • Silanes
  • Stereoisomerism
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Identity

International Standard Serial Number (ISSN)

  • 0022-3263

Digital Object Identifier (DOI)

  • 10.1021/jo026365e

PubMed ID

  • 12662022
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Additional Document Info

start page

  • 2540

end page

  • 2546

volume

  • 68

issue

  • 7

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