Intramolecular cycloaddition reactions of exocyclic nitrones. Application in the total synthesis of terpenes

Raymond L. Funk, Gary L. Bolton, Joy Umstead Daggett, Marvin M. Hansen, Linus H.M. Horcher

Research output: Contribution to journalArticlepeer-review

48 Scopus citations

Abstract

Exocyclic nitrones smoothly participate in intramolecular cycloaddition reactions to provide bridged and fused polycarbocycles. The exploitation of this methodology in the total syntheses of the sesquiterpenes (±)-7,12-secoishwaran-12-ol (44), (±)-hirsutene (56), (±)-coriolin (68) is also presented.

Original languageEnglish (US)
Pages (from-to)3479-3495
Number of pages17
JournalTetrahedron
Volume41
Issue number17
DOIs
StatePublished - 1985

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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