131728 20241125101158.0 doi 10.1002/adsc.202300563 sideral 137051 ART-2023-137051 eng Marqués-López, Eugenia Universidad de Zaragoza (orcid)0000-0001-6832-8983 Asymmetric organocatalyzed phospha-michael addition for the direct synthesis of biologically active chromenylphosphonates 2023 Access copy available to the general public Unrestricted The potential of phosphites as nucleophiles for the asymmetric synthesis of chiral chromene derivatives has been overlooked in the literature. Herein, we report a promising approach via asymmetric organocatalyzed phospha‐Michael addition to iminochromenes, using a bifunctional squaramide, which gives access to chromenylphosphonates, an interesting family of bioactive compounds. Our optimized protocol provides very good reactivity, affording yields of up to 95% and with chiral products exhibiting an enantiomeric excess of up to 98%. info:eu-repo/grantAgreement/ES/AEI/PID2019-104379RB-C21 info:eu-repo/grantAgreement/ES/AEI/PID2020-117455GB-I00 info:eu-repo/grantAgreement/ES/DGA/E07-23R info:eu-repo/semantics/openAccess by-nc-nd http://creativecommons.org/licenses/by-nc-nd/3.0/es/ 4.4 2023 CHEMISTRY, ORGANIC 8 / 58 = 0.138 2023 Q1 T1 CHEMISTRY, APPLIED 19 / 74 = 0.257 2023 Q2 T1 1.02 2023 Organic Chemistry 2023 Q1 Catalysis 2023 Q2 9.4 2023 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion Gimeno Sonsona, Isaac Garcés-Marín, Miryam Gimeno, M. Concepción (orcid)0000-0003-0553-0695 Pérez Herrera, Raquel (orcid)0000-0002-5244-9569 2013 765 Universidad de Zaragoza Dpto. Química Orgánica Área Química Orgánica 365, 19 (2023), 3234-3240 Adv. synth. catal. Advanced Synthesis and Catalysis 1615-4150 5422445 http://zaguan.unizar.es/record/131728/files/texto_completo.pdf Versión publicada 2976073 http://zaguan.unizar.es/record/131728/files/texto_completo.jpg?subformat=icon icon Versión publicada oai:zaguan.unizar.es:131728 articulos driver 2024-11-22-12:10:10 ARTICLE