Total synthesis of a curvularin isomer
- 1 October 1968
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 46 (19) , 3115-3118
- https://doi.org/10.1139/v68-517
Abstract
This paper describes a total synthesis of a biogenetically possible, hitherto unknown macrolide 4. Starting with 3,5-dimethoxybenzaldehyde, ketone 5a was generated in five steps. Alkylation of this compound by bromopentene followed by decarboxylation yielded pentenyl ketone 6. Oxymercuration–demercuration followed by dehydration gave cyclic enol ether 8. Oxidation with m-chloroperbenzoic acid led to the macrolide 4.Keywords
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