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Synthesis of Vicinal anti-Amino Alcohols from N-tert-Butanesulfinyl Aldimines and Cyclopropanols

Please use this identifier to cite or link to this item: http://hdl.handle.net/10045/142152
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dc.contributorSíntesis Asimétrica (SINTAS)es_ES
dc.contributor.authorHernández-Ibáñez, Sandra-
dc.contributor.authorOrtuño, Juan F.-
dc.contributor.authorSirvent, Ana-
dc.contributor.authorNájera, Carmen-
dc.contributor.authorSansano, Jose M.-
dc.contributor.authorYus, Miguel-
dc.contributor.authorFoubelo, Francisco-
dc.contributor.otherUniversidad de Alicante. Departamento de Química Orgánicaes_ES
dc.contributor.otherUniversidad de Alicante. Instituto Universitario de Síntesis Orgánicaes_ES
dc.date.accessioned2024-04-16T09:19:02Z-
dc.date.available2024-04-16T09:19:02Z-
dc.date.issued2024-04-13-
dc.identifier.citationThe Journal of Organic Chemistry. 2024, 89(9): 6193-6204. https://doi.org/10.1021/acs.joc.4c00198es_ES
dc.identifier.issn0022-3263 (Print)-
dc.identifier.issn1520-6904 (Online)-
dc.identifier.urihttp://hdl.handle.net/10045/142152-
dc.description.abstractThe stereoselective synthesis of vicinal amino alcohols derivatives from 1-substituted cyclopropanols and chiral N-tert-butanesulfinyl imines is described. Cyclopropanols are easily prepared from carboxylic esters upon reaction with ethylmagnesium bromide in the presence of titanium tetraisopropoxide and undergo carbon–carbon bond cleavage by means of diethylzinc to produce, upon base deprotonation, enolized zinc homoenolates, which react with chiral sulfinyl imines in a highly regio- and stereoselective manner.es_ES
dc.description.sponsorshipWe acknowledge the continued financial support from the Spanish Ministerio de Economía y Competitividad (CTQ2017-85093-P), Ministerio de Ciencia, Innovación y Universidades (RED2018-102387-T, PID2019-107268GB-100), Generalitat Valenciana (IDIFEDER/2021/013, GVA-COVID19/2021/079), MedalChemy S. L. (Medalchemy-22T), and the University of Alicante (VIGROB-068).es_ES
dc.languageenges_ES
dc.publisherAmerican Chemical Societyes_ES
dc.rights© 2024 The Authors. Published by American Chemical Society. This publication is licensed under CC-BY 4.0.es_ES
dc.subjectStereoselective synthesises_ES
dc.subjectVicinal amino alcoholses_ES
dc.subjectCyclopropanolses_ES
dc.subjectN-tert-butanesulfinyl imineses_ES
dc.titleSynthesis of Vicinal anti-Amino Alcohols from N-tert-Butanesulfinyl Aldimines and Cyclopropanolses_ES
dc.typeinfo:eu-repo/semantics/articlees_ES
dc.peerreviewedsies_ES
dc.identifier.doi10.1021/acs.joc.4c00198-
dc.relation.publisherversionhttps://doi.org/10.1021/acs.joc.4c00198es_ES
dc.rights.accessRightsinfo:eu-repo/semantics/openAccesses_ES
dc.relation.projectIDinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2017-85093-Pes_ES
dc.relation.projectIDinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RED2018-102387-Tes_ES
dc.relation.projectIDinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-107268GB-I00es_ES
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