Tetrahedron

Studies on dioxirane chemoselectivity: the oxidation of an enamino moiety present in a Fischer carbene complex

AM Lluch, M Gibert, F Sánchez-Baeza, A Messeguer

Index: Lluch, Anna-Maria; Gibert, Mariona; Sanchez-Baeza, Francisco; Messeguer, Angel Tetrahedron, 1996 , vol. 52, # 11 p. 3973 - 3982

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Citation Number: 14

Abstract

The dimethyldioxirane (DMD) promoted oxidative decomplexation of Fischer carbene complex 1, which contains a conjugated enamino moiety, was investigated. Thus, treatment of 1 with 3 molecular equivalents of DMD afforded a 52% yield of amide 3 as unique isolable organic product. When the reaction was performed with 1 molecular equivalent of DMD the formation of the enol intermediate 15 was evidenced by its capture as the tetrafluoroboric ...