Stereoselective cyclization of epoxy allylsilanes. A synthesis of karahana ether

Abstract
Epoxy allylsilanes can be cyclized with Lewis acids to give cyclic alcohols in a biomimetic synthesis of mono and bicyclic compounds. The allylsilane has a pronounced effect on activating an olefin in this cyclization and producing the exocyclic methylene regioselectively. A short synthesis of karahana ether (5) is reported.[Formula: see text]

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