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Synthesis and structural determination of the C33–C42 fragment of symbiodinolide

✍ Scribed by Hiroyoshi Takamura; Yuichiro Kadonaga; Yoshi Yamano; Chunguang Han; Yoko Aoyama; Isao Kadota; Daisuke Uemura

Book ID
108285309
Publisher
Elsevier Science
Year
2009
Tongue
French
Weight
378 KB
Volume
50
Category
Article
ISSN
0040-4039

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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 fro

Determination of absolute configuration
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The degradation product C14ÀC23 2 was obtained using ethenolysis with the 2nd-generation Hoveyda-Grubbs catalyst from 62-membered lactone in symbiodinolide (1). The absolute configurations of three chiral centers in fragment 2 were assigned as 17R, 18R, and 21R by a combination of J-based configurat