Highly stereoselective hydrocarbation of terminal alkynes via Pt-Catalyzed Hydrosilylation/Pd-Catalyzed cross-coupling reactions

Scott E. Denmark, Zhigang Wang

Research output: Contribution to journalArticlepeer-review

Abstract

(matrix presented) The formal addition of an aryl-H or alkenyl-H bond across a terminal alkyne has been accomplished by the combination of platinum-catalyzed hydrosilylation followed by palladium-catalyzed cross-coupling. The use of the t-Bu3P-Pt(DVDS) catalyst in combination with tetramethyldisiloxane gave excellent regio- and stereoselectivity with a number of alkyne substrates. Subsequent, fluoride-promoted cross-coupling proceeded in high yield and stereospecificity for a variety of aryl halides.

Original languageEnglish (US)
Pages (from-to)1073-1076
Number of pages4
JournalOrganic Letters
Volume3
Issue number7
DOIs
StatePublished - Apr 5 2001

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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