Total synthesis of marine sponge bis(indole) alkaloids of the topsentin class

被引:46
|
作者
Guinchard, Xavier [1 ]
Vallee, Yannick [1 ]
Denis, Jean-Noel [1 ]
机构
[1] Univ Grenoble 1, Dept Chim Mol SERCO, UMR 5250, ICMG FR 2607,CNRS, F-38041 Grenoble 9, France
来源
JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 10期
关键词
D O I
10.1021/jo070286r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The synthesis of four natural bis(indole) alkaloids of topsentin class 1 and 2 is described. Their bis(indole) alpha-carbonylimidazoline and subsequently bis(indole) alpha-carbonylimidazole moieties have been built via the condensation between indolic alpha-ketothioimidate salts 4 and 1-(indol-3'-yl)-1,2-diaminoethane 3. This compound results from the beta-amino indolic hydroxylamine 5 by a two-step sequence. This is the first total synthesis of compounds 1d, 2a, and 2b.
引用
收藏
页码:3972 / 3975
页数:4
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