000117634 001__ 117634 000117634 005__ 20240319081010.0 000117634 0247_ $$2doi$$a10.1002/chir.23475 000117634 0248_ $$2sideral$$a129231 000117634 037__ $$aART-2022-129231 000117634 041__ $$aeng 000117634 100__ $$0(orcid)0000-0001-8105-2432$$aLopez-Ram-de-Viu, Pilar$$uUniversidad de Zaragoza 000117634 245__ $$aSynthesis, resolution, and absolute configuration determination of a vicinal amino alcohol with axial chirality. Application to the synthesis of new box and pybox ligands 000117634 260__ $$c2022 000117634 5060_ $$aAccess copy available to the general public$$fUnrestricted 000117634 5203_ $$aNew 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. 000117634 536__ $$9info:eu-repo/grantAgreement/ES/DGA/E45-20R 000117634 540__ $$9info:eu-repo/semantics/openAccess$$aby-nc-nd$$uhttp://creativecommons.org/licenses/by-nc-nd/3.0/es/ 000117634 590__ $$a2.0$$b2022 000117634 592__ $$a0.382$$b2022 000117634 591__ $$aCHEMISTRY, ORGANIC$$b30 / 52 = 0.577$$c2022$$dQ3$$eT2 000117634 593__ $$aAnalytical Chemistry$$c2022$$dQ3 000117634 591__ $$aCHEMISTRY, ANALYTICAL$$b59 / 86 = 0.686$$c2022$$dQ3$$eT3 000117634 593__ $$aCatalysis$$c2022$$dQ3 000117634 591__ $$aPHARMACOLOGY & PHARMACY$$b218 / 278 = 0.784$$c2022$$dQ4$$eT3 000117634 593__ $$aSpectroscopy$$c2022$$dQ3 000117634 591__ $$aCHEMISTRY, MEDICINAL$$b47 / 60 = 0.783$$c2022$$dQ4$$eT3 000117634 593__ $$aOrganic Chemistry$$c2022$$dQ3 000117634 593__ $$aPharmacology$$c2022$$dQ3 000117634 593__ $$aDrug Discovery$$c2022$$dQ3 000117634 594__ $$a3.7$$b2022 000117634 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion 000117634 700__ $$0(orcid)0000-0002-4972-7476$$aGalvez, Jose A.$$uUniversidad de Zaragoza 000117634 700__ $$0(orcid)0000-0001-9033-8459$$aDiaz-de-Villegas, Maria D. 000117634 7102_ $$12013$$2765$$aUniversidad de Zaragoza$$bDpto. Química Orgánica$$cÁrea Química Orgánica 000117634 773__ $$g34, 8 (2022), 1140-1150$$pChirality$$tChirality$$x0899-0042 000117634 8564_ $$s1720333$$uhttps://zaguan.unizar.es/record/117634/files/texto_completo.pdf$$yVersión publicada 000117634 8564_ $$s2336079$$uhttps://zaguan.unizar.es/record/117634/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada 000117634 909CO $$ooai:zaguan.unizar.es:117634$$particulos$$pdriver 000117634 951__ $$a2024-03-18-15:03:04 000117634 980__ $$aARTICLE