Stereoselective synthesis of the C14-C24 degraded fragment of symbiodinolide

Hiroyoshi Takamura, Yuichiro Kadonaga, Isao Kadota, Daisuke Uemura

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Abstract

Symbiodinolide is a polyol macrolide isolated from the marine dinoflagellate Symbiodinium sp. in 2007. The C14-C24 fragment of symbiodinolide possessing the 17R/18R/21R absolute configuration, which was obtained as one of the degraded products of symbiodinolide, was synthesized stereoselectively from cis-2-butene-1,4-diol. The detailed comparison of the synthetic product with the degraded product in the spectroscopic data confirmed that the stereostructure of the C14-C24 fragment was 17R, 18R, and 21R.

Original languageEnglish
Pages (from-to)2603-2605
Number of pages3
JournalTetrahedron Letters
Volume51
Issue number19
DOIs
Publication statusPublished - May 12 2010

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Keywords

  • Polyol macrolide
  • Stereoselective synthesis
  • Structural confirmation
  • Symbiodinolide

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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