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Synfacts 2006(8): 0759-0759  
DOI: 10.1055/s-2006-941927
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Pentacycloanammoxic Acid

Contributor(s): Philip Kocienski, John Cooksey
V. Mascitti, E. J. Corey*
Harvard University, Cambridge, USA
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Publication History

Publication Date:
21 July 2006 (online)

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Significance

Pentacycloanammoxic acid is a highly unusual C20 fatty acid isolated from the anaerobic microbe Candidatus brocadia anammoxidans. The Corey group reports the synthesis of the (+)-isomer of pentacycloanammoxic acid which makes extensive use of photochemical reactions, most notably the use of an asymmetric [2+2] cycloaddition to install the absolute stereo­chemistry.