Regioselectivity of the intermolecular Diels-Alder reaction of acyl nitroso compounds (C-nitrosocarbonyl compounds) and nitrosoformates (O-nitrosocarbonyl …

DL Boger, M Patel, F Takusagawa

Index: Boger, Dale L.; Patel, Mona; Takusagawa, Fusao Journal of Organic Chemistry, 1985 , vol. 50, # 11 p. 1911 - 1916

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Citation Number: 50

Abstract

A study of the regioselectivity of the intermolecular Diels-Alder reaction of (nitrosocarbony1) benene and methyl nitrosoformate with representative electron-rich and electron-deficient 2- subatituted l, 3-cyclohexadienes is described. The observed results are consistent with the prediction that nitrosocarbonyl compounds behave as dependable electron-deficient 27r components in a normal (HOMOdi,,, controlled) Diels-Alder reaction with electron-rich 2- ...