Radical annulation methodology. 2-Vinylcyclopentane derivative formation by a 3 + 2 cycloaddition reaction
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By thermally or photolytically induced decomposition of O-acyl derivatives of N-hydroxypyridine-2-thione or other thiohydroxamic esters, in the presence of an excess of electron deficient olefins, 2-vinylcyclopentane derivatives were obtained. This sequence of addition/cyclization/elimination reaction is mediated by a phenylthio radical. © 1990.