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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The Synthesis of a Combinatorial Library Using a Tambjamine Natural Product Template

Rohan A. Davis, Anthony R. Carroll and Ronald J. Quinn

Australian Journal of Chemistry 54(6) 355 - 359
Published: 11 December 2001

Abstract

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.

https://doi.org/10.1071/CH01123

© CSIRO 2001

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