2017-07-212017-07-212013Franconetti García, A., Borrachero Moya, P., Gómez Guillén, M. y Cabrera Escribano, F. (2013). Toward fluorinated aminoglycosides: Structural studies of phenylhydrazine condensation with carbohydrate derivatives. Synlett, 24 (2), 249-253.0936-5214 (impreso)1437-2096 (electrónico)http://hdl.handle.net/11441/62904The reaction of phenylhydrazine with a sugar dialdehyde in water, as a key step for the synthesis of the 3-amino-3-deoxy-d-glucose moiety contained in kanamycin, has been revisited. Structural studies (IR and NMR as well as a simple theoretical model based on energy-minimization calculations and MD calculations) reported herein support the observed stereo- and regioselectivity. Efforts to improve the reproducibility and viability of the process as part of a convenient approach towards fluorinated kanamycin are also now presented.application/pdfengAttribution-NonCommercial-NoDerivatives 4.0 Internacionalhttp://creativecommons.org/licenses/by-nc-nd/4.0/CarbohydratesCondensationGreen chemistryPhenylhydrazineStereo- and regioselectivityinfo:eu-repo/semantics/articleinfo:eu-repo/semantics/openAccess10.1055/s-0032-1317783