Au(I)- and Pt(II)-catalyzed cycloetherification of ω-hydroxy propargylic esters

Jef K. De Brabander, Bo Liu, Mingxing Qian

Research output: Contribution to journalArticle

56 Scopus citations

Abstract

(Chemical Equation Presented) Depending on the nature of the metal catalyst, ω-hydroxy propargylic acetates choose between alternative cycloetherification manifolds to produce functionalized heterocycles in high yields. AuCl catalyzes the formation of oxacyclic enol acetates, whereas [Cl2Pt(CH2CH2)]2 (Zeise's dimer) will induce a propargylic substitution via an unprecedented S N2′-type allenic substitution from within a chelated square planar cationic Pt(II) complex.

Original languageEnglish (US)
Pages (from-to)2533-2536
Number of pages4
JournalOrganic Letters
Volume10
Issue number12
DOIs
StatePublished - Dec 1 2008

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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