ROLLINONE, A REVISION AND EXTENSION OF STRUCTURE

被引:10
作者
ABREO, MJ [1 ]
SNEDEN, AT [1 ]
机构
[1] VIRGINIA COMMONWEALTH UNIV,DEPT CHEM,RICHMOND,VA 23284
来源
JOURNAL OF NATURAL PRODUCTS | 1990年 / 53卷 / 04期
关键词
D O I
10.1021/np50070a034
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The structure of rollinone [2] has been revised according to recently acquired 2D-nmr data. Instead of the previously reported terminal γ-methylbutyrolactone and 14-keto moieties, rollinone [2] was found to contain a butyrolactone between C-1 and C-4 with a pendant acetylmethyl moiety at C-2. The relative stereochemistry between C-15 and C-24 in rollinone [2] was established as erythro-cis-threo-cis-threo (or threo-cis-threo-cis-erythro) by1H-nmr experiments using the diacetate derivative. The structure was confirmed via chemical conversion of 25-desoxy-4-hydroxyneorollinicin [1] into 2. © 1990, American Chemical Society. All rights reserved.
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页码:983 / 985
页数:3
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