Platinum catalysed hydrosilylation of propargylic alcohols

Catherine McAdam, Mark McLaughlin, Adam Johnston, Jun Chen, Magnus Walter, Matthew Cook

Research output: Contribution to journalArticle

26 Citations (Scopus)
199 Downloads (Pure)

Abstract

A facile and user-friendly protocol has been developed for the selective synthesis of E-vinyl silanes derived from propargylic alcohols using a PtCl2/XPhos catalyst system. The reaction is generally high yielding and provides a single regioisomer at the ß-position with E-alkene geometry. The reaction is extremely tolerant of functionality and has a wide scope of reactivity both in terms of alkynes and silanes used. The catalyst loading has been investigated and it is found that good reactivity is observed at extremely low catalyst loadings. This methodology has also been extended to a one-pot hydrosilylation Denmark–Hiyama coupling.



Original languageEnglish
Pages (from-to)4488-4502
JournalOrganic and Biomolecular Chemistry
Volume11
Issue number27
DOIs
Publication statusPublished - 10 May 2013

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Biochemistry

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