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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

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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