Copper-dipyridylphosphine-polymethylhydrosiloxane: A practical and effective system for the asymmetric catalytic hydrosilylation of ketones

Xi Chang Zhang, Fei Fei Wu, Shijun Li, Ji Ning Zhou, Jing Wu, Ning Li, Wenjun Fang, Kim Hung Lam, Albert S.C. Chan

Research output: Journal article publicationJournal articleAcademic researchpeer-review

25 Citations (Scopus)

Abstract

In the presence of the inexpensive and non-toxic stoichiometric reductant polymethylhydrosiloxane (PMHS), the chiral copper(II)-dipyridylphosphine catalyst displayed high efficiency in the stereoselective hydrosilylation of a wide scope of aryl alkyl and heteroaromatic ketones under an air atmosphere and mild conditions in good to excellent ees (up to 97%). With certain amounts of sodium tert-butoxide and tert-butyl alcohol as additives, the reaction on a 21-g substrate scale can be conveniently completed within a few hours even at a substrate-to-ligand (S/L) ratio of 50,000.

Original languageEnglish
Pages (from-to)1457-1462
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume353
Issue number9
DOIs
Publication statusPublished - 1 Jun 2011

Keywords

  • asymmetric catalysis
  • copper
  • dipyridylphosphine ligands
  • hydrosilylation
  • ketones
  • polymethylhydrosiloxane

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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