The synthesis of a combinatorial library using a tambjamine natural product template

被引:32
作者
Davis, RA [1 ]
Carroll, AR [1 ]
Quinn, RJ [1 ]
机构
[1] Griffith Univ, AstraZeneca R&D, Brisbane, Qld 4111, Australia
关键词
D O I
10.1071/CH01123
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first demonstration of a parallel solution-phase synthesis using a tambjamine natural product template is reported. Isolation of the salts of tambjamines C (1), E (2) and F (3) from the Great Barrier Reef ascidian Sigillina signifera, followed by base hydrolysis, produced the known metabolite 4-methoxy-2-(1H-pyrrol-2'-yl)-1H-pyrrole-5-carbaldehyde (4). This aldehyde was subsequently used in a one-step synthesis to generate an enamine library. A simple liquid-liquid partitioning scheme was employed for purification and provided 10 tambjamine analogues in high purity.
引用
收藏
页码:355 / 359
页数:5
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