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Synfacts 2007(12): 1230-1230  
DOI: 10.1055/s-2007-991317
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (-)-Agelastatin

Contributor(s): Philip Kocienski, Indu Dager
Y. Ichikawa*, T. Yamaoka, K. Nakano, H. Kotsuki
Kochi University, Japan
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Publication History

Publication Date:
22 November 2007 (online)

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Significance

(-)-Agelastatin A is isolated from the sponge Agelas dendromorpha and possesses four contiguous nitrogen-substituted stereogenic centers around a central cyclopentane ring. A key feature of the synthesis is the introduction of two nitrogen-substituted stereogenic centers by means of a [3,3]-sigmatropic rearrangement.