Simple Preparation of O-Substituted Hydroxylamines from Alcohols

Sébastien Albrecht, Albert Defoin*, Céline Tarnus

*Laboratoire de Chimie Organique et Bioorganique, UMR 7015, École Nationale Supérieure de Chimie de Mulhouse, Université de Haute-Alsace, 3 rue Alfred Werner, 68093 Mulhouse Cédex, Email: A.Defoinuha.fr

S. Albrecht, A. Defoin, C. Tarnus, Synthesis, 2006, 1635-1638.

DOI: 10.1055/s-2006-926440

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Abstract

A direct preparation of O-substituted hydroxylamines from alcohols is described by O-alkylation of tert-butyl N-hydroxy­carbamate with the methanesulfonates of respective alcohols, followed by acidic N-deprotection.

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Key Words

amination, nucleophilic substitution, sulfonates, tert-butyl carbamates, O-alkylation

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ID: J66-Y2006-1350