000112437 001__ 112437 000112437 005__ 20240319080959.0 000112437 0247_ $$2doi$$a10.1021/jacs.2c01874 000112437 0248_ $$2sideral$$a128511 000112437 037__ $$aART-2022-128511 000112437 041__ $$aeng 000112437 100__ $$ade la Serna, R. 000112437 245__ $$aGTM-3, an extra-large pore enantioselective chiral zeolitic catalyst 000112437 260__ $$c2022 000112437 5060_ $$aAccess copy available to the general public$$fUnrestricted 000112437 5203_ $$aThe development of chiral zeolitic catalysts possessing extra-large pores and endowed with the capability of enantioselectively processing bulky products represents one of the greatest challenges in chemistry. Here, we report the discovery of GTM-3, an enantio-enriched extra-large pore chiral zeolite material with -ITV framework structure, obtained using a simple enantiopure organic cation derived from the chiral pool, N,N-ethyl-methyl-pseudoephedrinium, as the chiral-inductor agent. We demonstrate the enantio-enrichment of GTM-3 in one of the two enantiomorphic polymorphs using the two enantiomers of the organic cation. Interestingly, we prove the ability of this zeolitic material to perform enantioselective catalytic operations with very large substrates, here exemplified by the catalytic epoxide aperture of the bulky trans-stilbene oxide with alcohols, yielding unprecedented product enantiomeric excesses up to 30%. Our discovery opens the way for the use of accessible chiral zeolitic materials for the catalytic asymmetric synthesis of chiral pharmaceutical compounds. 000112437 540__ $$9info:eu-repo/semantics/openAccess$$aby$$uhttp://creativecommons.org/licenses/by/3.0/es/ 000112437 590__ $$a15.0$$b2022 000112437 592__ $$a5.945$$b2022 000112437 591__ $$aCHEMISTRY, MULTIDISCIPLINARY$$b17 / 178 = 0.096$$c2022$$dQ1$$eT1 000112437 593__ $$aBiochemistry$$c2022$$dQ1 000112437 593__ $$aColloid and Surface Chemistry$$c2022$$dQ1 000112437 593__ $$aChemistry (miscellaneous)$$c2022$$dQ1 000112437 593__ $$aCatalysis$$c2022$$dQ1 000112437 594__ $$a25.7$$b2022 000112437 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion 000112437 700__ $$aNieto, D. 000112437 700__ $$aSainz, R. 000112437 700__ $$aBernardo-Maestro, B. 000112437 700__ $$0(orcid)0000-0002-5229-2717$$aMayoral, A.$$uUniversidad de Zaragoza 000112437 700__ $$aMárquez-Álvarez, C. 000112437 700__ $$aPérez-Pariente, J. 000112437 700__ $$aGómez-Hortigüela, L. 000112437 7102_ $$12003$$2395$$aUniversidad de Zaragoza$$bDpto. Física Materia Condensa.$$cÁrea Física Materia Condensada 000112437 773__ $$g144, 18 (2022), 8249-8256$$pJ. Am. Chem. Soc.$$tJournal of the American Chemical Society$$x0002-7863 000112437 8564_ $$s5587480$$uhttps://zaguan.unizar.es/record/112437/files/texto_completo.pdf$$yVersión publicada 000112437 8564_ $$s3288829$$uhttps://zaguan.unizar.es/record/112437/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada 000112437 909CO $$ooai:zaguan.unizar.es:112437$$particulos$$pdriver 000112437 951__ $$a2024-03-18-13:57:53 000112437 980__ $$aARTICLE