Stereoselective synthesis of the C94-C104 fragment of symbiodinolide

Hiroyoshi Takamura, Kosuke Tsuda, Yohei Kawakubo, Isao Kadota, Daisuke Uemura

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Stereoselective synthesis of the C94-C104 fragment of symbiodinolide which is a polyol marine natural product with a molecular weight of 2860 has been accomplished. The synthetic route features Achmatowicz rearrangement and RuO 4-catalyzed dihydroxylation for the construction of the tetrahydropyran moiety and the dithiane addition to the aldehyde for the introduction of the side chain.

Original languageEnglish
Pages (from-to)4317-4319
Number of pages3
JournalTetrahedron Letters
Volume53
Issue number33
DOIs
Publication statusPublished - Aug 15 2012

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Biological Products
Aldehydes
Molecular Weight
Molecular weight
polyol
symbiodinolide
dithiane

Keywords

  • Achmatowicz rearrangement
  • Dithiane addition
  • Polyol marine natural product
  • Symbiodinolide

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Stereoselective synthesis of the C94-C104 fragment of symbiodinolide. / Takamura, Hiroyoshi; Tsuda, Kosuke; Kawakubo, Yohei; Kadota, Isao; Uemura, Daisuke.

In: Tetrahedron Letters, Vol. 53, No. 33, 15.08.2012, p. 4317-4319.

Research output: Contribution to journalArticle

Takamura, Hiroyoshi ; Tsuda, Kosuke ; Kawakubo, Yohei ; Kadota, Isao ; Uemura, Daisuke. / Stereoselective synthesis of the C94-C104 fragment of symbiodinolide. In: Tetrahedron Letters. 2012 ; Vol. 53, No. 33. pp. 4317-4319.
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