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Synfacts 2006(8): 0750-0750  
DOI: 10.1055/s-2006-941928
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (+)-Mycalamide A

Contributor(s): Philip Kocienski, Fiona Black
N. Kagawa, M. Ihara, M. Toyota*
Osaka Prefecture University And Tohoku University, Sendai, Japan
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Publication History

Publication Date:
21 July 2006 (online)

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Significance

The marine natural product mycalamide A is a potent cytotoxin. In this convergent synthesis, a Yb(OTf)3-catalyzed aldol condensation is utilized to construct the trioxadecalin ring system. The tetrahydropyran moiety is constructed with a one-pot δ-lactonization sequence.