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Concise synthesis of Didebromohamacanthin A and Demethylaplysinopsine: Addition of Ethylenediamine and Guanidine Derivatives to the Pyrrole-Amino Acid Diketopiperazines in Oxidative Conditions

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journal contribution
posted on 07.02.2014, 00:00 by Ludmila Ermolenko, Hu Zhaoyu, Clarisse Lejeune, Carine Vergne, Céline Ratinaud, Thanh Binh Nguyen, Ali Al-Mourabit
Oxidative nucleophilic addition of ethylenediamine and guanidine derivatives to pyrrole-amino acid diketopiperazines was shown to provide substituted 5,6-dihydro-2­(1H)-piperazinones, quinoxalinones, and 2-aminoimidazolones. On the basis of this methodology, a concise approach to natural products didebromohamacanthin A and demethylaplysinopsine has been demonstrated.