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Silylation as a new strategy of the use of aliphatic nitro compounds in organic synthesis
Authors:Tartakovsky  V A  Ioffe  S L  Dilman  A D  Tishkov  A A
Institution:(1) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russian Federation
Abstract:Silylation of aliphatic nitro compounds is considered as a versatile multistage process. Due to activation of the beta- and gamma-carbon atoms of the initial nitro substrates, these reactions give rise to a series of products untypical of the traditional chemistry of nitro compounds. A new redox process proposed in the present study involves controlled incomplete reduction of the nitro group with simultaneous oxidation of the carbon skeleton of the initial aliphatic nitro compound.
Keywords:aliphatic nitro compounds  silylation  organic synthesis  elimination  cyclization  cross-coupling  cycloaddition  silyl nitronates  N  N-bis(silyloxy)enamines  conjugated nitrosoalkenes  oximes  ene oximes  ene nitriles
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