Total synthesis of the isodon diterpene sculponeatin N

Benjamin J. Moritz, Daniel J. Mack, Liuchuan Tong, Regan J. Thomson

Research output: Contribution to journalArticle

47 Scopus citations

Abstract

The total synthesis of sculponeatin N, a bioactive polycyclic diterpene isolated from Isodon sculponeatus, is reported. Key features of the synthesis include diastereoselective Nazarov and ring-closing metathesis reactions, and a highly efficient formation of the bicyclo[3.2.1]octane ring system by a reductive radical cyclization. Sculpting sculponeatin: The total synthesis of sculponeatin N, a bioactive polycyclic diterpene isolated from Isodon sculponeatus, is reported. Key features of the synthesis include diastereoselective Nazarov and ring-closing metathesis reactions, and highly efficient formation of the bicyclo[3.2.1]octane ring system by a reductive radical cyclization.

Original languageEnglish (US)
Pages (from-to)2988-2991
Number of pages4
JournalAngewandte Chemie - International Edition
Volume53
Issue number11
DOIs
StatePublished - Mar 10 2014

Keywords

  • isodon terpenes
  • natural products
  • reductive cyclization
  • ring-closing metathesis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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