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Synfacts 2007(6): 0569-0569  
DOI: 10.1055/s-2007-968509
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Bistramide A

Contributor(s): Philip Kocienski, Fiona Black
J. T. Lowe, I. E. Wrona, J. S. Panek*
Boston University, USA
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Publication History

Publication Date:
22 May 2007 (online)

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Significance

Bistramide A is a marine natural product isolated from the ascidian Lissoclinum bistratum. Two of the tetrahydropyran rings are synthesized using the [4+2] annulation of crotyl silane reagents while the C15-C16 stereocenters are installed with a chelation-controlled crotylation.