117634 20240319081010.0 doi 10.1002/chir.23475 sideral 129231 ART-2022-129231 eng Lopez-Ram-de-Viu, Pilar Universidad de Zaragoza (orcid)0000-0001-8105-2432 Synthesis, resolution, and absolute configuration determination of a vicinal amino alcohol with axial chirality. Application to the synthesis of new box and pybox ligands 2022 Access copy available to the general public Unrestricted New racemic vicinal amino alcohol derivatives with 4-benzylidenecyclohexane skeleton and axial chirality have been prepared. A preparatively easy and efficient protocol for resolution of the N-benzoylamino alcohol is described. Using a 250 x 20 mm (L x ID) Chiralpak (R) IA column, and the appropriate mixture of n-hexane/ethanol/chloroform as eluent, both enantiomers of N-benzoylamino alcohol 3 are obtained with >99% enantiomeric excess (ee) by successive injections of a solution of the racemic sample in chloroform. The obtained axially chiral vicinal amino alcohol is used to synthesize structurally novel bisoxazoline ligands in high yields. info:eu-repo/grantAgreement/ES/DGA/E45-20R info:eu-repo/semantics/openAccess by-nc-nd http://creativecommons.org/licenses/by-nc-nd/3.0/es/ 2.0 2022 CHEMISTRY, ORGANIC 30 / 52 = 0.577 2022 Q3 T2 CHEMISTRY, ANALYTICAL 59 / 86 = 0.686 2022 Q3 T3 PHARMACOLOGY & PHARMACY 218 / 278 = 0.784 2022 Q4 T3 CHEMISTRY, MEDICINAL 47 / 60 = 0.783 2022 Q4 T3 0.382 2022 Analytical Chemistry 2022 Q3 Catalysis 2022 Q3 Spectroscopy 2022 Q3 Organic Chemistry 2022 Q3 Pharmacology 2022 Q3 Drug Discovery 2022 Q3 3.7 2022 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion Galvez, Jose A. Universidad de Zaragoza (orcid)0000-0002-4972-7476 Diaz-de-Villegas, Maria D. (orcid)0000-0001-9033-8459 2013 765 Universidad de Zaragoza Dpto. Química Orgánica Área Química Orgánica 34, 8 (2022), 1140-1150 Chirality Chirality 0899-0042 1720333 http://zaguan.unizar.es/record/117634/files/texto_completo.pdf Versión publicada 2336079 http://zaguan.unizar.es/record/117634/files/texto_completo.jpg?subformat=icon icon Versión publicada oai:zaguan.unizar.es:117634 articulos driver 2024-03-18-15:03:04 ARTICLE