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Synthesis 2013; 45(4): 463-470
DOI: 10.1055/s-0032-1317984
DOI: 10.1055/s-0032-1317984
paper
Synthesis of Cyclic α-Aminophosphonates through Copper-Catalyzed Enamine Activation
Further Information
Publication History
Received: 17 October 2012
Accepted after revision: 12 December 2012
Publication Date:
17 January 2013 (online)


Abstract
A copper-catalyzed tandem-cyclization-triggered addition strategy that relies on electrophilic enamine activation has been used to synthesize various cyclic α-aminophosphonate derivatives in good to excellent yields. Both five- and six-membered rings can be generated under mild conditions with high regioselectivity. A mechanism based on copper-catalyzed enamine activation is proposed.
Key words
copper - cyclic α-aminophosphonates - cyclization - enamines - hydroamination - nitrogen heterocycles - phosphorusSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information