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Synthesis 2001(5): 759-762
DOI: 10.1055/s-2001-12776
PAPER
© Georg Thieme Verlag Stuttgart · New York

A Short Synthesis of the Bacterial Pigments Violacein and Deoxyviolacein

Gregor Wille, Wolfgang Steglich*
Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, 81377 München, Germany
Fax: +49(89)21807756; e-Mail: wos@cup.uni-muenchen.de;
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Publication History

Received 30 January 2001
Publication Date:
15 October 2004 (online)

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Abstract

A concise synthesis of the bacterial pigments deoxyviolacein (1a) and violacein (1b) is described in which two indole units are attached stepwise to the central pyrrolinone ring.

Key words

total synthesis - natural products - bacterial pigments - violacein - indoles

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14

LiHMDS appeared to be superior to LDA or LDA/TMSCl in the aldol reaction of 6a/b with 7