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Dynamic Kinetic Asymmetric Ring-Opening/Reductive Amination Sequence of Racemic Nitroepoxides with Chiral Amines: Enantioselective Synthesis of Chiral Vicinal Diamines
dc.contributor.author | Agut Gregori, Juan | |
dc.contributor.author | Vidal-Albalat, Andreu | |
dc.contributor.author | Rodríguez, Santiago | |
dc.contributor.author | González, Florenci | |
dc.date.accessioned | 2014-06-06T07:20:04Z | |
dc.date.available | 2014-06-06T07:20:04Z | |
dc.date.issued | 2013-05 | |
dc.identifier.citation | AGUT, Juan, et al. Dynamic Kinetic Asymmetric Ring-Opening/Reductive Amination Sequence of Racemic Nitroepoxides with Chiral Amines: Enantioselective Synthesis of Chiral Vicinal Diamines. The Journal of organic chemistry, 2013, 78.11: 5717-5722. | ca_CA |
dc.identifier.uri | http://hdl.handle.net/10234/94471 | |
dc.description.abstract | We report a highly diastereoselective synthesis of vicinal diamines by the treatment of nitroepoxides with primary amines and then a reducing agent. When using a chiral primary amine, racemic nitroepoxides are transformed into chiral diamines as a single enantiomers (>95:5 er) through a dynamic kinetic asymmetric transformation (DYKAT). The overall process is a one-pot procedure combining the exposure of nitroepoxides to chiral amines to afford diastereomeric mixtures of aminoimines and subsequent stereoselective imine reduction. | ca_CA |
dc.format.extent | 5 p. | ca_CA |
dc.format.mimetype | application/pdf | ca_CA |
dc.language.iso | eng | ca_CA |
dc.publisher | American Chemical Society | ca_CA |
dc.relation.isPartOf | J. Org. Chem., 2013, 78 (11) | ca_CA |
dc.rights | © 2013 American Chemical Society | ca_CA |
dc.rights.uri | http://rightsstatements.org/vocab/InC/1.0/ | * |
dc.subject | Amination | ca_CA |
dc.subject | Amines | ca_CA |
dc.subject | Epoxy Compounds | ca_CA |
dc.subject | Kinetics | ca_CA |
dc.subject | Molecular Structure | ca_CA |
dc.subject | Oxidation-Reduction | ca_CA |
dc.subject | Stereoisomerism | ca_CA |
dc.title | Dynamic Kinetic Asymmetric Ring-Opening/Reductive Amination Sequence of Racemic Nitroepoxides with Chiral Amines: Enantioselective Synthesis of Chiral Vicinal Diamines | ca_CA |
dc.type | info:eu-repo/semantics/article | ca_CA |
dc.identifier.doi | http://dx.doi.org/10.1021/jo400501k | |
dc.rights.accessRights | info:eu-repo/semantics/restrictedAccess | ca_CA |
dc.relation.publisherVersion | http://pubs.acs.org/doi/abs/10.1021/jo400501k | ca_CA |
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