Salvadó, OriolPérez Ruíz, JorgeMesas, AlbaDíaz Requejo, María MarPérez Romero, Pedro JoséFernández Gutiérrez, Elena2024-09-272024-09-272024-09Salvadó, O., Pérez-Ruíz, J., Mesas, A., Díaz-Requejo, M. M., Pérez, P. J., & Fernández, E. (2024). Rare Gold-Catalyzed 4-exo-dig Cyclization for Ring Expansion of Propargylic Aziridines toward Stereoselective (Z)-Alkylidene Azetidines, via Diborylalkyl Homopropargyl Amines. In Organic Letters (Vol. 26, Issue 36, pp. 7535–7540). American Chemical Society (ACS). https://doi.org/10.1021/acs.orglett.4c024151523-70601523-7052 (electrónico)https://hdl.handle.net/10272/24247We report an uncommon 4-exo-dig cyclization of N-tosyl homopropargyl amines, catalyzed by [AuCl(PEt3)]/AgOTf, to prepare stereoselective (Z)-2-alkylidene-1-tosylazetidine compounds. The reaction outcome contrasts with the gold-catalyzed cyclization of N-tosyl homopropargyl amines containing a methyl group at the propargylic position that provides substituted 2,3-dihydropyrroles via a 5-endo-dig mechanism. The access to N-tosyl homopropargyl amines is possible by the regioselective nucleophilic attack of α-diboryl alkylidene lithium salts to propargylic aziridinesengAtribución-NoComercial-SinDerivadas 3.0 Españahttp://creativecommons.org/licenses/by-nc-nd/3.0/es/AminesAziridinesCyclizationLithiumReagentsjournal article10.1021/acs.orglett.4c02415open access23 Química