112437 20240319080959.0 doi 10.1021/jacs.2c01874 sideral 128511 ART-2022-128511 eng de la Serna, R. GTM-3, an extra-large pore enantioselective chiral zeolitic catalyst 2022 Access copy available to the general public Unrestricted The 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. info:eu-repo/semantics/openAccess by http://creativecommons.org/licenses/by/3.0/es/ 15.0 2022 CHEMISTRY, MULTIDISCIPLINARY 17 / 178 = 0.096 2022 Q1 T1 5.945 2022 Biochemistry 2022 Q1 Colloid and Surface Chemistry 2022 Q1 Chemistry (miscellaneous) 2022 Q1 Catalysis 2022 Q1 25.7 2022 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion Nieto, D. Sainz, R. Bernardo-Maestro, B. Mayoral, A. Universidad de Zaragoza (orcid)0000-0002-5229-2717 Márquez-Álvarez, C. Pérez-Pariente, J. Gómez-Hortigüela, L. 2003 395 Universidad de Zaragoza Dpto. Física Materia Condensa. Área Física Materia Condensada 144, 18 (2022), 8249-8256 J. Am. Chem. Soc. Journal of the American Chemical Society 0002-7863 5587480 http://zaguan.unizar.es/record/112437/files/texto_completo.pdf Versión publicada 3288829 http://zaguan.unizar.es/record/112437/files/texto_completo.jpg?subformat=icon icon Versión publicada oai:zaguan.unizar.es:112437 articulos driver 2024-03-18-13:57:53 ARTICLE