Stereoselective synthesis of the C14-C24 degraded fragment of symbiodinolide

Hiroyoshi Takamura; Yuichiro Kadonaga; Isao Kadota; Daisuke Uemura

doi:10.1016/j.tetlet.2010.03.014

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 language	English
Pages (from-to)	2603-2605
Number of pages	3
Journal	Tetrahedron Letters
Volume	51
Issue number	19
DOIs	https://doi.org/10.1016/j.tetlet.2010.03.014
Publication status	Published - May 12 2010

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Keywords

Polyol macrolide
Stereoselective synthesis
Structural confirmation
Symbiodinolide

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Cite this

Takamura, H., Kadonaga, Y., Kadota, I., & Uemura, D. (2010). Stereoselective synthesis of the C14-C24 degraded fragment of symbiodinolide. Tetrahedron Letters, 51(19), 2603-2605. https://doi.org/10.1016/j.tetlet.2010.03.014

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AU - Kadota, Isao

AU - Uemura, Daisuke

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10.1016/j.tetlet.2010.03.014