M. Bachi, E. Bosch, D. Denenmark
1989
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Abstract
The tributylstannane-induced cyclization of various chloro, thio, and selenoderivatives of carbonic and carboxylic acids were studied. It was found that the intramolecular addition of acyl radicals, or synthetic equivalents thereof, to double bonds follows regioselectively the exo-mode in the formation of both five and six membered rings. Alkyl-γ-lactones and thionolactones, as well as sixmembered cyclic oxo-compounds were obtained in high yields. The current understanding of the scope and limitations of these reactions are discussed.