Stereoselective synthesis of the C14-C24 degraded fragment of symbiodinolide

被引:10
作者
Takamura, Hiroyoshi [1 ]
Kadonaga, Yuichiro [1 ]
Kadota, Isao [1 ]
Uemura, Daisuke [2 ]
机构
[1] Okayama Univ, Grad Sch Nat Sci & Technol, Div Chem & Biochem, Kita Ku, Okayama 7008530, Japan
[2] Keio Univ, Fac Sci & Technol, Dept Biosci & Informat, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan
基金
日本学术振兴会;
关键词
Polyol macrolide; Symbiodinolide; Stereoselective synthesis; Structural confirmation; ASYMMETRIC ALDOL ADDITIONS; ABSOLUTE-CONFIGURATION; TITANIUM TETRACHLORIDE; SECONDARY ALCOHOLS; C33-C42; FRAGMENT; ALDEHYDES; OXIDATION; CONVERSION; EFFICIENT; AMIDES;
D O I
10.1016/j.tetlet.2010.03.014
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2603 / 2605
页数:3
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