Synthesis of an Advanced C10-C32 Spiroacetal Fragment and Assignment of the Absolute Configuration of Spirangien A

Synthesis of an Advanced C10-C32 Spiroacetal Fragment and Assignment of the Absolute Configuration of Spirangien A

A bit on the side: A highly convergent and flexible synthetic strategy has been developed for spirangiens A and B that made use of a common stereotetrad building block and led to an advanced C10–C32 spiroacetal fragment, thus enabling the unambiguous assignment of the absolute configuration of these...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2007-01, Vol.46 (35), p.6699-6702
Hauptverfasser: Paterson, Ian, Findlay, Alison D, Anderson, Edward A
Format: Artikel
Sprache:eng
Schlagworte:
Acetals - chemistry
Antibiotics, Antineoplastic - chemistry
Antifungal Agents - chemistry
antitumor agents
Fatty Acids, Unsaturated - chemistry
Magnetic Resonance Spectroscopy
Molecular Conformation
natural products
Proteobacteria - chemistry
spiroacetals
structure elucidation
total synthesis
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Zusammenfassung:A bit on the side: A highly convergent and flexible synthetic strategy has been developed for spirangiens A and B that made use of a common stereotetrad building block and led to an advanced C10–C32 spiroacetal fragment, thus enabling the unambiguous assignment of the absolute configuration of these potent cytotoxic polyketide metabolites isolated from the myxobacterium Sorangium cellulosum.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200702735