期刊
TETRAHEDRON LETTERS
卷 49, 期 44, 页码 6334-6336出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.08.057
关键词
Sponge; Onnamide; Cytotoxic; Stereochemistry; 1,5-Diol
资金
- MEXT [16073207]
- Grants-in-Aid for Scientific Research [16073207] Funding Source: KAKEN
A polar cytotoxic fraction of the marine sponge Theonella swinhoei was analyzed to be a mixture of four isomeric compounds, 21,22-dihydroxyonnamides A(1), A(2), A(3), and A(4). They were separated after conversion to the isopropyridene derivatives. The structures of the 21S,22S- and 21R,22R-isomers were determined by comparison of their spectral data with those prepared from onnamide A by asymmetric dihydroxylation. During the analysis of NMR data of these derivatives, an empirical rule was implied to assign the relative stereochemistry of linear 1,5-diol. This rule was applied to assign the stereochemistry of the remaining congeners. (c) 2008 Elsevier Ltd. All rights reserved.
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