Directed hydrozirconation of homopropargylic alcohols

Xiaofeng Liu, Joseph M. Ready

Research output: Contribution to journalArticle

14 Scopus citations

Abstract

Homopropargylic alcohols undergo directed hydrozirconation with Schwartz reagent (Cp2ZrHCl) to generate vinyl-metal species in which the metal fragment is proximal to the alkoxide. Electrophilic trapping yields tri-substituted olefins in good yields with good control of regio- and stereochemistry. Experiments with a homopropargylic ether confirmed the role of the hydroxyl group in the directed hydrometalation.

Original languageEnglish (US)
Pages (from-to)6955-6960
Number of pages6
JournalTetrahedron
Volume64
Issue number29
DOIs
Publication statusPublished - Jul 14 2008

    Fingerprint

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this