Evolution thermique de N-oxydes de dimethylamino-5 alcanols-1 substitues en 5. Competition entre rearrangements de cope et de Meisenheimer

…, B Hasiak, JM Augait, D Couturier

Index: Barbry, Didier; Hasiak, Bruno; Augait, Jean-Michel; Couturier, Daniel Collection of Czechoslovak Chemical Communications, 1985 , vol. 50, # 4 p. 956 - 961

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Abstract

Abstract The effect of the substituent R in the position was studied in the decomposition of 1, 5-aminoalcohol N-oxides: Meisenheimer rearrangement takes place when R is the vinyl group but is not observed with the phenyl substituent; elimination to alkenol only affects the more acidic hydrogen atom when R is the allyl or benzyl group; with substituents inducing less important electronic effects (methyl, ethyl), the reaction yields an alkenols mixture with ...