Synthesis of the Sporolide Ring Framework through a Cascade Sequence Involving an Intramolecular [4+2] Cycloaddition Reaction of ano-Quinone

Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Angewandte Chemie International Edition (Impact Factor: 11.26). 02/2008; 47(8):1432-5. DOI: 10.1002/anie.200705334
Source: PubMed

ABSTRACT Eine Reaktionssequenz, die eine neuartige intramolekulare [4+2]-Cycloaddition einschließt, lieferte ausgehend vom o-Chinoninden-Intermediat 1, das aus einem Catecholsubstrat hergestellt worden war, den Makrocyclus 2. Die Sequenz war der Schlüssel zum Aufbau der heptacyclischen Struktur 3 der marinen Naturstoffe Sporolid A und B, die aus den Fermentationsbrühen der betreffenden Actinomyceten isoliert wurden.

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Available from: Yefeng Tang, Mar 01, 2015
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