Systematic structural modifications in the photochemistry of. beta.,. gamma.-unsaturated ketones. II. Acyclic olefins and acetylenes

MA Schexnayder, PS Engel

Index: Schexnayder,M.A.; Engel,P.S. Journal of the American Chemical Society, 1975 , vol. 97, p. 4825 - 4836

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Citation Number: 26

Abstract

Abstract: The photochemical reactions of six acyclic P, y-unsaturated ketones have been investigated. Direct irradiation of those with a simple olefin (11, 15, 16) leads to an a- cleavage, cyclobutanol, or oxetane, with the quantum yield of ketone disappearance decreasing when the olefin is more heavily alkylated. Although P, y-acetylenic ketone 12 also exhibits a-cleavage, an overwhelming preference for turning around of the allylic ...