A reinvestigation of asymmetric induction in diels-alder reactions to chiral acrylates.

Wolfgang Oppolzer, Mark Kurth, Daniel Reichlin, Frank Moffatt

Research output: Contribution to journalArticle

76 Scopus citations

Abstract

The chiral induction in the Diels-Alder addition 1 → 2, assessed reliably by 19F-NMR-spectroscopy of the endo-esters 4, varied between 47 - 93% in favor of the 2-(R)-adducts 2 depending on the auxiliary chiral group and the Lewis-acid catalyst.

Original languageEnglish (US)
Pages (from-to)2545-2548
Number of pages4
JournalTetrahedron Letters
Volume22
Issue number27
DOIs
StatePublished - 1981
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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