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Synfacts 2008(9): 0899-0899  
DOI: 10.1055/s-2008-1077989
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Formal Synthesis of Fostriecin

Contributor(s): Philip Kocienski, Arndt W. Schmidt
Y. Hayashi*, H. Yamaguchi, M. Toyoshima, K. Okado, T. Toyo, M. Shoji
Tokyo University of Science, Japan
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Publication History

Publication Date:
22 August 2008 (online)

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Significance

An alkyne-cobalt complex was employed to control diastereoselective allylation of a chiral 4-substituted ynal (1,4-asymmetric induction). The closer proximity of C-5 and C-8 in the cobalt complex C is the key for achieving a high diastereoselectivity. The basic concept has been applied to a formal synthesis of fostriecin.