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Synthesis 2013; 45(1): 65-74
DOI: 10.1055/s-0032-1317699
DOI: 10.1055/s-0032-1317699
paper
Synthesis of β-Hydroxy O-Alkyl Hydroxylamines from Epoxides Using a Convenient and Versatile Two-Step Procedure
Further Information
Publication History
Received: 25 September 2012
Accepted after revision: 06 November 2012
Publication Date:
26 November 2012 (online)
Abstract
A simple and convenient synthetic method was developed to prepare β-hydroxy O-alkyl hydroxylamines in which base-mediated ring opening of epoxides with acetophenone oxime followed by cleavage of the oxime with 2,4-dinitrophenylhydrazine in acidic media furnished the hydroxylamine, which can be protected in situ with various N-protecting groups.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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