A stereospecific synthesis of (±)-5,8-disubstituted indolizidines and (±)-1,4-disubstituted quinolizidines found in poison frog skins

被引：44

作者：

Michel, P

Rassat, A

Daly, JW

Spande, TF

机构：

[1] Ecole Normale Super, CNRS, UMR 8640, Dept Chim, F-75231 Paris 05, France

[2] NIDDKD, Bioorgan Chem Lab, NIH, Bethesda, MD 20892 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 26期

关键词：

D O I：

10.1021/jo000666b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, high-yield stereospecific route to three (+/-)-5,8-disubstituted indolizidines, (209B (I), 209I (II), 223J (III)) and two (+/-)-1,4-disubstituted quinolizidines (207I (IV), 233A (V)), racemates of alkaloids found in the skins of neotropical and Madagascan poison frogs is reported. The structures of the natural alkaloids were thereby established by chiral GC comparison with the exception of indolizidine 209B (I) for which a natural 209B could no longer be detected.

引用

页码：8908 / 8918

页数：11

共 10 条

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