Ni(II) Tol-BINAP-catalyzed enantioselective Michael reactions of β-ketoesters and unsaturated N-acylthiazolidinethiones

David A. Evans*, Regan J. Thomson, Francisco Franco

*Corresponding author for this work

Research output: Contribution to journalArticle

64 Scopus citations

Abstract

The enantioselective addition of β-ketoesters to unsaturated N-acylthiazolidinethiones catalyzed by Ni(II) Tol-BINAP Lewis acid complexes is reported. Notable features of this reaction are its operation simplicity, the obviated need for the addition of an external base, and the ease with which the adducts are converted into a range of potentially useful derivatives. In particular, the dihydropyrone adducts are versatile scaffolds for further stereoselective elaboration.

Original languageEnglish (US)
Pages (from-to)10816-10817
Number of pages2
JournalJournal of the American Chemical Society
Volume127
Issue number31
DOIs
StatePublished - Aug 10 2005

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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