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Title: Diastereo- and Enantioselective Syntheses of Trisubstituted Benzopyrans by Cascade Reactions Catalyzed by Monomeric and Polymeric Recoverable Bifunctional Thioureas and Squaramides
Authors: Andrés García, José María
Maestro Fernández, Alicia
Valle, María
Valencia, Isabel
Pedrosa Sáez, Rafael
Issue Date: 2018
Publisher: American Chemical Society
Description: Producción Científica
Citation: ACS Omega, 2018, 3 (12), pp 16591–16600
Abstract: 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.
Classification: Catalizadores
Gestión de residuos
Waste management
ISSN: 2470-1343
Peer Review: SI
Sponsor: Ministerio de Economía, Industria y Competitividad (Project FEDER-CTQ2014-59870-P)
Junta de Castilla y León (Projects FEDER-VA115P17 and VA149G18)
Publisher Version:
Language: eng
Rights: info:eu-repo/semantics/openAccess
Appears in Collections:CINQUIMA - Artículos de revista
DEP67 - Artículos de revista

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