4.8 Article

Total synthesis of (-)-reveromycin A

Journal

ORGANIC LETTERS
Volume 6, Issue 17, Pages 3001-3004

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol048811l

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The asymmetric total synthesis of (-)-reveromycin A is described. The key steps involved a Lewis acid catalyzed inverse electron demand hetero-Diels-Alder reaction followed by hydroboration/oxidation to afford the spiroketal core 4 in a highly stereoselective manner and introduction of the C18 hemisuccinate by high-pressure acylation.

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