A general method for iterative cyclopentannulation: sequential use of Claisen rearrangement and radical enyne closure

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Abstract
Cycloalkenyl acetylenes 4, which are easily prepared from allylic alcohols 1, undergo radical cyclization (4→5) on treatment with stannyl radicals; the products 5 are themselves convertible into allylic alcohols, so that the annulation sequence can be repeated.

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