RT info:eu-repo/semantics/article T1 Diastereo- and Enantioselective Syntheses of Trisubstituted Benzopyrans by Cascade Reactions Catalyzed by Monomeric and Polymeric Recoverable Bifunctional Thioureas and Squaramides A1 Andrés García, José María A1 Maestro Fernández, Alicia A1 Valle Álvarez, María A1 Valencia, Isabel A1 Pedrosa Sáez, Rafael K1 Catalizadores K1 Gestión de residuos K1 Catalysts K1 Waste management AB 4-Vinylphenyl-substituted squaramides have been tested as organocatalysts for the diastereo- and enantioselective synthesis of trisubstituted benzopyrans via an oxa-Michael intramolecular nitro-Michael cascade reaction. Both the enantio- and diastereoselection were good to moderate, depending on the nature of the chiral scaffold in the catalyst. The diastereoselection is better for the most active catalyst because the final products epimerize at C-3 along the time. Supported squaramide sq-9 prepared by copolymerization of sq-4 with styrene and divinylbenzene is also effective in promoting the cascade reaction, and it is recoverable and reusable for five cycles maintaining the activity. PB American Chemical Society SN 2470-1343 YR 2018 FD 2018 LK http://uvadoc.uva.es/handle/10324/33419 UL http://uvadoc.uva.es/handle/10324/33419 LA eng NO ACS Omega, 2018, 3 (12), pp 16591–16600 NO Producción Científica DS UVaDOC RD 27-dic-2024