NHC-catalyzed/titanium(iv)-mediated highly diastereo-and enantioselective dimerization of enals

Daniel T. Cohen, Benoit Cardinal-David, John M. Roberts, Amy A. Sarjeant, Karl A. Scheidt

Research output: Contribution to journalArticle

68 Scopus citations

Abstract

An NHC-catalyzed, diastereo-and enantioselective dimerization of enals has been developed. The use of Ti(Oi-Pr)4 is a key element for the reactivity and selectivity of this process. The cyclopentenes are obtained with high levels of diastereo-and enantioselectivity and their synthetic utility is demonstrated by functionalization of the product alkene.(Figure Presented)

Original languageEnglish (US)
Pages (from-to)1068-1071
Number of pages4
JournalOrganic Letters
Volume13
Issue number5
DOIs
StatePublished - Mar 4 2011

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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