Débieux, Jean-Luc Bochet, Christian G. 2009-05-28 A range of N-protected-α-amino acyl-5,7-dinitroindolines 3a−z were prepared in good yields from commercially available N-protected-α-amino acids 1a−z by a two-step sequence of acylation and intramolecular amide N-arylation. Subsequent photochemical acylation of the N-protected-α-amino acyl-5,7-dinitroindolines 3e,g,r afforded the corresponding N-protected-α-amino acid amides 22e,g,r (77−92%) under mild conditions. All these reactions occurred with complete retention of chirality as evidenced by NMR analysis. This scheme provides an attractive and alternative method to the conventional acylation of α-amino acids, especially in cases where the amide bond needs to be formed without the use of a coupling reagent. application/pdf https://folia.unifr.ch/global/documents/301208 https://folia.unifr.ch/documents/301208/files/bochet_ppa.pdf https://folia.unifr.ch/documents/301208/files/jo900442p_si_001_1.pdf eng info:eu-repo/semantics/altIdentifier/doi/10.1021/jo900442p info:eu-repo/semantics/openAccess License undefined Journal of Organic Chemistry. - 2009, vol. 74, no. 12, p. 4519–4524 info:eu-repo/classification/udc/54 Preparation of photoactivable amino acid derivatives http://purl.org/coar/resource_type/c_6501