Studies on the photochemical reactions of. alpha.,. beta.-acetylenic ketones with tetramethylethylene

…, C Schroeder, P Margaretha, WC Agosta

Index: Saba, Shahrokh; Wolff, Steven; Schroeder, Clemens; Margaretha, Paul; Agosta, William C. Journal of the American Chemical Society, 1983 , vol. 105, # 23 p. 6902 - 6907

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Citation Number: 15

Abstract

Abstract: With exclusion of acid, photolysis of mixtures of 1 and 2 in benzene yields 7a and 8a, which rearrange readily to 3, the previously isolated product. Labeling experiments show that these dienes arise by intramolecular 1, 4 transfer of hydrogen. Irradiation of 15a, b and 17 with 2 yields 2la, b and 22, respectively. These products support the intermediacy of a carbene (as 6 and 16), and irradiation in alcohols permitted capture of this intermediate as ...