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

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

References

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18

The ketones 2 (oils) were obtained with 95% purity (¹H NMR data). Their purification via distillation was complicated by elimination of HNO₂.