A New Strategy for the Synthesis of γ-Nitro Alcohols from Aliphatic Nitro Compounds

Roman A. Kunetsky; Alexander D. Dilman; Konstantin P. Tsvaygboym; Sema L. Ioffe; Yury A. Strelenko; Vladimir A. Tartakovsky

doi:10.1055/s-2003-40203

PAPER

A New Strategy for the Synthesis of γ-Nitro Alcohols from Aliphatic Nitro Compounds

Roman A. Kunetsky, Alexander D. Dilman, Konstantin P. Tsvaygboym, Sema L. Ioffe*, Yury A. Strelenko, Vladimir A. Tartakovsky
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991, Moscow, Leninsky prosp. 47, Russian Federation
Fax: +7(095)1355328; e-Mail: iof@ioc.ac.ru;

Abstract

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Abstract

A general method for the synthesis of γ-nitro alcohols 1 via C-C-cross-coupling of nitro compounds 3 with silyl derivatives of nitro compounds 4, deoximination of resulting substrates and selective reduction of carbonyl group of ketones 2 is elaborated.

Key words

γ-nitro alcohols - aliphatic nitro compounds - new strategy - N,N-bis(silyloxy)enamines - selective reduction

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References

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