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Synfacts 2006(1): 0009-0009  
DOI: 10.1055/s-2005-921665
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Solanopyrone A

Contributor(s): Philip Kocienski, Thomas Snaddon
R. M. Wilson, W. S. Jen, D. W. C. MacMillan*
California Institute Of Technology, Pasadena, USA
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Publication History

Publication Date:
16 December 2005 (online)

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Significance

Solanopyrone A is a phytotoxic marine metabolite isolated from Altenaria solani. MacMillan and co-workers developed an expedient synthesis of the target via the first enantioselective organocatalytic intramolecular Diels-Alder reaction, an important addition to the arsenal of asymmetric cycloaddition methods.