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Merck

Total synthesis of (-)-reveromycin a.

Organic letters (2004-08-28)
Mariana El Sous, Danny Ganame, Peter A Tregloan, Mark A Rizzacasa
ABSTRACT

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.