A Study of the Competition between the Di-. pi.-methane and the Azadi-. pi.-methane Processes in 2-Vinyl-. beta.,. gamma.-unsaturated Oxime Derivatives. The Novel …

…, A Ramos, WM Horspool, EP Mayoral

Index: Armesto, Diego; Ortiz, Maria J.; Ramos, Ana; Horspool, William M.; Mayoral, Elena P. Journal of Organic Chemistry, 1994 , vol. 59, # 26 p. 8115 - 8124

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Citation Number: 26

Abstract

A study aimed at detecting intramolecular competition between the di-nmethane (DPM) rearrangement and the azadi-nmethane (ADPM) process has been carried out. The results show that direct or acetophenone-sensitized irradiation of 2-(2, 2-diphenylvinyl)-2-methyl-4, 4-diphenyl-3-butenal oxime acetate 3 and the corresponding oxime trifluoroacetate 11 undergo only the DPM process to yield cyclopropanes. Similar DPM rearrangement was ...