Three-component coupling via the squarate ester cascade as a concise route to the bioactive triquinane sesquiterpene hypnophilin.

Feng Geng, Jian Liu, Leo A Paquette

Evans Chemical Laboratories, The Ohio State University, Columbus, Ohio 43210, USA.

Organic letters 2002 Jan 10

filter terms:

reaction: see text] A squarate ester cascade is used to provide in one step, via the coupling of three reactants, a highly oxygenated linear triquinane product. The latter is transformed in nine steps into hypnophilin. The access route involves a combination of chlorination, reduction, dehydration, and oxidation maneuvers in the proper sequence.

Citation

Feng Geng, Jian Liu, Leo A Paquette. Three-component coupling via the squarate ester cascade as a concise route to the bioactive triquinane sesquiterpene hypnophilin. Organic letters. 2002 Jan 10;4(1):71-3