The Chemistry of N,N-Bis(siloxy)enamines, Part 9. A General Method for the Preparation of α-Hydroxy Oximes from Aliphatic Nitro Compounds

Andrey A. Tabolin; Alexey V. Lesiv; Yulija A. Khomutova; Pavel A. Belyakov; Yuriy A. Strelenko; Sema L. Ioffe

doi:10.1055/s-2005-865309

PAPER

The Chemistry of N,N-Bis(siloxy)enamines, Part 9. [1] A General Method for the Preparation of α-Hydroxy Oximes from Aliphatic Nitro Compounds

Andrey A. Tabolin, Alexey V. Lesiv*, Yulija A. Khomutova, Pavel A. Belyakov, Yuriy A. Strelenko, Sema L. Ioffe*
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prosp. 47, 119991 Moscow, Russian Federation
Fax: +7(095)1355328; e-Mail: iof@ioc.ac.ru;

Abstract

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Abstract

A new convenient procedure for the preparation of a variety of α-hydroxy oximes from available aliphatic nitro compounds via intermediate N,N-bis(siloxy)enamines is presented. The mechanism of the key step, the rearrangement of N,N-bis(siloxy)enamines, is discussed.

Key words

aliphatic nitro compounds - N,N-bis(siloxy)enamines - α-hydroxy oximes - rearrangement - silylation

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References

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