Total Synthesis of Spirastrellolide A Methyl Ester--Part 1: Synthesis of an Advanced C17-C40 Bis-spiroacetal Subunit

Out of the blue: The marine macrolide spirastrellolide A is a potent and selective inhibitor of protein phosphatase 2A and a lead for anticancer therapies. A flexible and modular synthetic strategy has been developed with two routes for the construction of the DEF bis‐spiroacetal subunit. The optimi...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2008-04, Vol.47 (16), p.3016-3020
Hauptverfasser: Paterson, Ian, Anderson, Edward A, Dalby, Stephen M, Lim, Jong Ho, Genovino, Julien, Maltas, Philip, Moessner, Christian
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Sprache:eng
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Zusammenfassung:Out of the blue: The marine macrolide spirastrellolide A is a potent and selective inhibitor of protein phosphatase 2A and a lead for anticancer therapies. A flexible and modular synthetic strategy has been developed with two routes for the construction of the DEF bis‐spiroacetal subunit. The optimized Suzuki coupling approach results in the efficient preparation of a C17–C40 aldehyde that forms the cornerstone of the first total synthesis.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200705565