Total synthesis and assignment of the double-bond position and absolute configuration of (-)-pyrinodemin A

被引:21
作者
Morimoto, Y [1 ]
Kitao, S [1 ]
Okita, T [1 ]
Shoji, T [1 ]
机构
[1] Osaka City Univ, Grad Sch Sci, Dept Chem, Sumiyoshi Ku, Osaka 5588585, Japan
关键词
D O I
10.1021/ol034700v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The first asymmetric total synthesis of a structurally novel cis-cyclopent[c]isoxazolidine alkaloid, (-)-pyrinodemin A (3), which exhibits potent cytotoxicity, has been accomplished through a highly diastereoselective intramolecular nitrone-olefin cycloaddition reaction as the key step. Thus, it has been found that the hitherto unknown absolute configuration of pyrinodemin A is as indicated in the structural formula 3.
引用
收藏
页码:2611 / 2614
页数:4
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