Cerium (III) chloride mediated addition of Grignard reagents to nitroalkanes: synthesis of N, N-disubstituted hydroxylamines

G Bartoli, E Marcantoni, M Petrini

Index: Bartoli, Giuseppe; Marcantoni, Enrico; Petrini, Marino Journal of the Chemical Society, Chemical Communications, 1993 , # 18 p. 1373 - 1374

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Citation Number: 7

Abstract

The course of the reaction of nitroalkanes with Grignard reagents strongly depends on the nature of the carbanionic framework. Recently, we reported that the reaction between aliphatic nitro compounds and allylic or benzylic Grignard reagents can provide a good approach to the synthesis of nitrones.1 The success of this procedure has been ascribed to the low basicity of carbanions possessing x character. These nucleophiles selectively attack the electrophilic nitrogen ...

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