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 29-abr-2024