Enantioselective synthesis of the fully functionalized ABC ring of zoanthenol

Naoki Sugano, Yuuki Koizumi, Go Hirai, Hiroki Oguri, Shoji Kobayashi, Shuji Yamashita, Masahiro Hirama

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Zoanthenol, isolated from Zoanthus sp., possesses an extremely complex architecture including contiguous quaternary carbons. An enantioselective synthesis of the fully functionalized ABC-ring of zoanthenol has been achieved and is described herein. The key features of the synthesis are the enzymatic kinetic optical resolution and the Mizoroki-Heck/Simmons-Smith reaction strategy used to construct the congested asymmetric quaternary carbons.

Original languageEnglish
Pages (from-to)1549-1557
Number of pages9
JournalChemistry - An Asian Journal
Volume3
Issue number8-9
DOIs
Publication statusPublished - 2008 Sep 1

Keywords

  • Alkaloids
  • Enantioselectivity
  • Natural products
  • Palladium
  • Total synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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