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Synlett 2014; 25(16): 2233-2238
DOI: 10.1055/s-0034-1378324
DOI: 10.1055/s-0034-1378324
synpacts
α-Amination of Phosphonates: A Direct Synthesis of α-Amino Phosphonic Acids and Their Derivatives
Further Information
Publication History
Received: 02 May 2014
Accepted after revision: 20 May 2014
Publication Date:
07 July 2014 (online)
Abstract
A direct approach to access important α-amino phosphonic acids and their derivatives through the formation of C–N bonds is described. Several α-amination reactions of phosphonates that involve electrophilic aminating agents are reviewed. A recent development is highlighted in which an acyclic or cyclic amine is introduced into the α-position of a phosphonate in one step through deprotonative formation of an α-zincate followed by copper-catalyzed amination with an O-acylhydroxylamine.
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