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Silylcupration of allene followed by conjugate addition to enones and carbonyl epoxidation provides a simple and high yielding route to epoxyallylsilanes carrying the useful phenyldimethylsilyl group. Lewis acid catalyzed intramolecular cyclization of epoxyallylsilanes is a powerful strategy for carbocyclic annulation of much potential in synthesis. In this article we show A general procedure for the synthesis of 3-methylene-1-cyclohexanols fused to five, six and seven-membered carbocycles by intramolecular cyclization of epoxyallylsilanes, which might be of great interest as an approach to bicyclic systems contained in many naturally occurring products, is described.

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New synthetic approach to 3-methylene-1-cyclohexanols fused to five, six and seven-membered carbocycles through intramolecular cyclization of epoxyallylsilanes