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Synfacts 2006(7): 0645-0645  
DOI: 10.1055/s-2006-941828
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Manzacidin A

Contributor(s): Philip Kocienski, John Cooksey
T. Kano, T. Hashimoto, K. Maruoka*
Kyoto University, Japan
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Publication History

Publication Date:
22 June 2006 (online)

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Significance

Manzacidin A is a bromopyrrole alkaloid isolated from the Okinawan sponge Hymeniacidon sp. Maruoka and co-workers report a concise total synthesis of Manzacidin A (5 steps, 17% overall yield) which ultilizes an enantioselective, chiral Lewis acid catalyzed 1,3-dipolar cyclo­addition between ethyl diazoacetate and meth­acrolein as the key step in the synthesis.