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Issue 28, 2016
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Synthetic studies of callyspongiolide: synthesis of the macrolactone core of the molecule

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Abstract

A concise synthetic strategy has been developed for the synthesis of the macrolactone core 2 of a unique polyketide callyspongiolide 1. The key features of the strategy included an Evan's asymmetric alkylation, diastereoselective Michael type alkylation, Brown's asymmetric allylation reaction, an allylic alkylation of an activated Z-allylic alcohol and an intramolecular Z-selective intramolecular H–W–E olefination.

Graphical abstract: Synthetic studies of callyspongiolide: synthesis of the macrolactone core of the molecule

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Publication details

The article was received on 09 May 2016, accepted on 14 Jun 2016 and first published on 14 Jun 2016


Article type: Paper
DOI: 10.1039/C6OB01007E
Citation: Org. Biomol. Chem., 2016,14, 6769-6779
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    Synthetic studies of callyspongiolide: synthesis of the macrolactone core of the molecule

    S. Athe, A. Sharma, K. Marumudi and S. Ghosh, Org. Biomol. Chem., 2016, 14, 6769
    DOI: 10.1039/C6OB01007E

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