Synthetic studies of callyspongiolide: synthesis of the macrolactone core of the molecule?
Organic & Biomolecular Chemistry Pub Date: 2016-06-14 DOI: 10.1039/C6OB01007E
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.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4