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Issue 40, 2013
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An efficient synthetic approach for N–C bond formation from (S)-amino acids: an easy access to cis-2,5-disubstituted chiral piperazines

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Abstract

An efficient synthetic strategy is described for the construction of amino acids derived enantiomerically pure cis-2,5-disubstituted chiral piperazines. Cu-catalyzed spontaneous regioselective ring opening and ring closing of non-activated N-tosyl aziridines as well as Pd-mediated N–C bond formation from N-tosyl halogenated amino-derivatives are the key steps for accessing disubstituted piperazines.

Graphical abstract: An efficient synthetic approach for N–C bond formation from (S)-amino acids: an easy access to cis-2,5-disubstituted chiral piperazines

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Supplementary files

Article information


Submitted
10 May 2013
Accepted
24 Jul 2013
First published
29 Jul 2013

RSC Adv., 2013,3, 18332-18338
Article type
Paper

An efficient synthetic approach for N–C bond formation from (S)-amino acids: an easy access to cis-2,5-disubstituted chiral piperazines

S. K. Manna and G. Panda, RSC Adv., 2013, 3, 18332
DOI: 10.1039/C3RA42309C

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