Enantioselective Diels-Alder reactions: Novel constrained bis(oxazoline) ligand-metal triflate catalysts

James M. Takacs, David A. Quincy, William Shay, Brian E. Jones, Charles R. Ross

Research output: Contribution to journalArticle

56 Scopus citations

Abstract

Five chiral 1,4-bis(oxazoline) ligands, each bearing a bicyclic backbone, were prepared and examined in Mg(OTf)2-, Zn(OTf)2, and Cu(OTf)2 catalyzed Diels-Alder reactions. The cycloadditions were carried out at room temperature and afforded enantiomeric excess up to 88%, Surprisingly, a non-C2-symmetric bis(oxazoline) bearing a meso backbone was among the more efficient ligands examined.

Original languageEnglish (US)
Pages (from-to)3079-3087
Number of pages9
JournalTetrahedron Asymmetry
Volume8
Issue number18
DOIs
StatePublished - Sep 25 1997

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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