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Synlett 2017; 28(04): 485-488
DOI: 10.1055/s-0036-1588096
DOI: 10.1055/s-0036-1588096
letter
Dehydrogenative Cross-Coupling Reactions of N-Aryl α-Amino Acid Esters with Nitroalkanes for the Synthesis of β-Nitro α-Amino Acid Esters
Further Information
Publication History
Received: 22 August 2016
Accepted after revision: 21 October 2016
Publication Date:
10 November 2016 (online)


Abstract
A novel copper-catalyzed dehydrogenative cross-coupling reaction of N-aryl α-amino acid esters with nitroalkanes to give β-nitro α-amino acid esters was developed. Various N-aryl α-amino acid esters reacted smoothly with nitroalkanes to give the desired coupling products in moderate to good yields. The method uses a cheap and simple copper salt as a catalyst and molecular oxygen as an environmentally benign oxidant. A possible mechanism for the dehydrogenative cross-coupling reaction is proposed.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588096.
- Supporting Information