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Atom-Efficient Assembly of 1,5-Oxygen-Bridged Medium-Sized Carbocycles by Sequential Combination of a Ru-Catalyzed Alkyne−Alkene Coupling and a Prins-Type Cyclization

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journal contribution
posted on 28.03.2002, 00:00 by Fernando López, Luis Castedo, José L. Mascareñas
Ruthenium-catalyzed coupling of readily accessible 1-trimethylsilyl-1-alkyn-3-ols to allyl ethyl ether followed by in situ ketalization and Lewis-acid induced cyclization affords 1,5-oxygen-bridged eight- and nine-membered carbocycles, products which are difficult to construct with previously published strategies.