Stereoselective synthesis of the C14-C24 degraded fragment of symbiodinolide

Hiroyoshi Takamura, Yuichiro Kadonaga, Isao Kadota, Daisuke Uemura

Research output: Contribution to journal › Article

9 Citations (Scopus)

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

Fingerprint

Dinoflagellida
Macrolides
symbiodinolide
polyol
penitricin C

Keywords

  • Polyol macrolide
  • Stereoselective synthesis
  • Structural confirmation
  • Symbiodinolide

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Stereoselective synthesis of the C14-C24 degraded fragment of symbiodinolide. / Takamura, Hiroyoshi; Kadonaga, Yuichiro; Kadota, Isao; Uemura, Daisuke.

In: Tetrahedron Letters, Vol. 51, No. 19, 12.05.2010, p. 2603-2605.

Research output: Contribution to journal › Article

Takamura, H, Kadonaga, Y, Kadota, I & Uemura, D 2010, 'Stereoselective synthesis of the C14-C24 degraded fragment of symbiodinolide', Tetrahedron Letters, vol. 51, no. 19, pp. 2603-2605. https://doi.org/10.1016/j.tetlet.2010.03.014
Takamura H, Kadonaga Y, Kadota I, Uemura D. Stereoselective synthesis of the C14-C24 degraded fragment of symbiodinolide. Tetrahedron Letters. 2010 May 12;51(19):2603-2605. https://doi.org/10.1016/j.tetlet.2010.03.014
Takamura, Hiroyoshi ; Kadonaga, Yuichiro ; Kadota, Isao ; Uemura, Daisuke. / Stereoselective synthesis of the C14-C24 degraded fragment of symbiodinolide. In: Tetrahedron Letters. 2010 ; Vol. 51, No. 19. pp. 2603-2605.
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