Direct synthesis of pyran-lactones related to naphthoquinoneantibiotics

Martin F. Semmelhack, Christina Bodurow, Mary Baum

Research output: Contribution to journalArticle

67 Scopus citations

Abstract

Simple benzopyrans with a fused γ-lactone unit are prepared from an o-disubstituted arene by direct intramolecular alkoxycarbonylation/lactonization promoted by palladium diacetate; the process gives high yields and moderate stereoselectivity, favoring the cis lactone over trans by a factor of 5:1.

Original languageEnglish (US)
Pages (from-to)3171-3174
Number of pages4
JournalTetrahedron Letters
Volume25
Issue number30
DOIs
StatePublished - Jan 1 1984

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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