A CONFIGURATIONAL MODEL FOR SIPHONARIID POLYPROPIONATES DERIVED FROM STRUCTURAL AND BIOSYNTHETIC CONSIDERATIONS

被引:26
作者
GARSON, MJ [1 ]
GOODMAN, JM [1 ]
PATERSON, I [1 ]
机构
[1] UNIV CAMBRIDGE,CHEM LAB,CAMBRIDGE CB2 1EW,ENGLAND
关键词
D O I
10.1016/0040-4039(94)85044-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The energies of the acetal ring systems in siphonarin B (2), muamvatin (5), and caloundrin B (7) are compared. A configurational model for siphonariid metabolites is proposed which rationalises the stereochemistry of their acyclic precursors. It contains a tetrapropionate unit common to the Cane-Celmer-Westley PAPA model for polyether antibiotics of bacterial origin.
引用
收藏
页码:6929 / 6932
页数:4
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