Enantioselective total synthesis of (-)-maoecrystal v

Changwu Zheng, Igor Dubovyk, Kiel E. Lazarski, Regan J. Thomson*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

62 Scopus citations

Abstract

The enantioselective synthesis of maoecrystal V, a cytotoxic polycyclic diterpene, is described. Key reactions in the synthesis include an intramolecular Heck reaction, an oxidative cycloetherification, and an intermolecular Diels-Alder reaction to forge the carbocyclic core in a concise and stereoselective manner. Late-stage amine and C-H oxidation is used to install the final functional groups required to complete the synthesis.

Original languageEnglish (US)
Pages (from-to)17750-17756
Number of pages7
JournalJournal of the American Chemical Society
Volume136
Issue number51
DOIs
StatePublished - Dec 24 2014

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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