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Synfacts 2008(12): 1248-1248  
DOI: 10.1055/s-0028-1087290
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Geldanamycin

Contributor(s): Philip Kocienski, Arndt W. Schmidt
H.-L. Qin, J. S. Panek*
Boston University, USA
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Publication History

Publication Date:
20 November 2008 (online)

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Significance

Geldanamycin is a member of the ansamycin class of natural products and as such it is a potential antitumor agent. Furthermore, it is the first reported Hsp90 inhibitor, a protein regulating folding, transport and degradation of other proteins. The synthesis features two diastereo­selective Hosomi-Sakurai-type crotylations to set the C-10, C-11 and C-14 stereogenic centers.