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Synfacts 2008(5): 0453-0453  
DOI: 10.1055/s-2008-1072701
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Total Synthesis of (+)-Neopeltolide

Contributor(s): Philip Kocienski, Stewart Eccles
W. Youngsaye, J. T. Lowe, F. Pohlki, P. Ralifo, J. S. Panek*
Boston University, USA
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Publikationsdatum:
23. April 2008 (online)

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Significance

(+)-Neopeltolide has reasonable activity against several cancer cell lines. The key step in the synthesis is the formal [4+2] allylsilane annulation (E+F) to yield the trisubstituted tetra­hydropyran ring G. The synthesis depicted corrects the stereochemistry assigned to the natural product.