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Regio‐, Diastereo‐, and Enantioselective Organocatalytic Addition of 4‐Substituted Pyrazolones to Isatin‐Derived Nitroalkenes

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Regio‐, Diastereo‐, and Enantioselective Organocatalytic Addition of 4‐Substituted Pyrazolones to Isatin‐Derived Nitroalkenes

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dc.contributor.author Vila Descals, Carlos
dc.contributor.author Dharmaraj, Nisshanth Raj
dc.contributor.author Faubel, Antonio
dc.contributor.author Blay Llinares, Gonzalo
dc.contributor.author Cardona Prósper, María Luz
dc.contributor.author Muñoz, M. Carmen
dc.contributor.author Pedro, José Ramón
dc.date.accessioned 2020-04-06T08:17:30Z
dc.date.available 2020-04-06T08:17:30Z
dc.date.issued 2019
dc.identifier.citation Vila Descals, Carlos Dharmaraj, Nisshanth Raj Faubel, Antonio Blay Llinares, Gonzalo Cardona Prósper, María Luz Muñoz, M. Carmen Pedro, José Ramón 2019 Regio‐, Diastereo‐, and Enantioselective Organocatalytic Addition of 4‐Substituted Pyrazolones to Isatin‐Derived Nitroalkenes European Journal of Organic Chemistry 2019 19 3040 3044
dc.identifier.uri https://hdl.handle.net/10550/73776
dc.description.abstract Hydroquinine 2,5‐diphenyl‐4,6‐pyrimidinediyl diether [(DHQ)2Pyr] catalyzed the regio‐, diastereo‐, and enantioselective addition of 4‐substituted pyrazolones to isatin‐derived nitroalkenes, providing a variety of chiral alkenylpyrazolone adducts containing a tetrasubstituted stereocenter bearing an oxindole moiety with excellent yields, regioselectivity, and diastereoselectivity, as well as a moderate enantioselectivity (up to 98 % yield, > 20:1 E/Z ratio dr and 78 % ee). The reaction harnesses a nitroalkene as an alkenylating agent through a Nucleophilic Vinylic Substitution (SNV) reaction.
dc.language.iso eng
dc.relation.ispartof European Journal of Organic Chemistry, 2019, vol. 2019, num. 19, p. 3040-3044
dc.subject Química orgànica
dc.subject Catàlisi
dc.title Regio‐, Diastereo‐, and Enantioselective Organocatalytic Addition of 4‐Substituted Pyrazolones to Isatin‐Derived Nitroalkenes
dc.type journal article es_ES
dc.date.updated 2020-04-06T08:17:31Z
dc.identifier.doi 10.1002/ejoc.201900328
dc.identifier.idgrec 133111
dc.rights.accessRights open access es_ES

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