On the stereochemistry of the dihydropyrone Diels-Alder reaction

Punit P. Seth, Nancy I. Totah

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

(formula presented) The Diels-Alder reaction of activated dihydropyrones with electron-rich dienes proceeds with synthetically useful levels of diastereoselectivity. Product ratios vary with the nature and location of substituents on diene and dienophile, as well as with reaction conditions. Lewis acid catalyzed reactions of related pyrone and benzopyrone dienophiles are also diastereoselective.

Original languageEnglish (US)
Pages (from-to)1411-1414
Number of pages4
JournalOrganic Letters
Volume1
Issue number9
DOIs
StatePublished - Nov 4 1999
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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