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Unusual reactivity of rhodium carbenes with allenes: an efficient asymmetric synthesis of methylenetetrahydropyran scaffolds

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dc.contributor.author Torres Antón, Òscar
dc.contributor.author Solà i Puig, Miquel
dc.contributor.author Roglans i Ribas, Anna
dc.contributor.author Pla i Quintana, Anna
dc.date.issued 2017-08-15
dc.identifier.issn 1359-7345 (versió paper)
dc.identifier.issn 1364-548X (versió electrònica)
dc.identifier.uri http://hdl.handle.net/10256/14365
dc.description.abstract A RhI/(S)-BINAP catalytic system is able to promote carbene alkyne metathesis and cascade this elemental step with an stereoselective reaction with allenes. An unusual carbene/allene reactivity is discovered that, through a formal addition of p-toluenesulfinic acid to a Rh-bound trimethylenemethane intermediate, affords 4-methylenetetrahydropyran compounds in good yields and excellent enantioselectivities cat
dc.description.sponsorship We are grateful for the financial support by the Spanish Ministry of Economy and Competitiveness (MINECO) (Project CTQ2014-54306-P) and the Generalitat de Catalunya (Project 2014-SGR-931, Xarxa de Referència en Química Teòrica i Computacional, ICREA Academia 2014 prize for M. S., and FI predoctoral grant to O.T.). The EU under the FEDER grant UNGI10-4E-801 has also funded this research cat
dc.format.mimetype application/pdf cat
dc.language.iso eng cat
dc.publisher Royal Society of Chemistry (RSC) cat
dc.relation MINECO/PE 2015-2017/CTQ2014-54306-P cat
dc.relation.isformatof Reproducció digital del document publicat a: https://doi.org/10.1039/C7CC04803C cat
dc.relation.ispartof Chemical Communications, 2017, vol. 53, núm. 71, p. 9922 - 9925 cat
dc.relation.ispartofseries Articles publicats (D-Q) cat
dc.rights Attribution-NonCommercial 3.0 Spain *
dc.rights.uri http://creativecommons.org/licenses/by-nc/3.0/es/ *
dc.subject Síntesi asimètrica cat
dc.subject Asymmetric synthesis cat
dc.subject Catalitzadors de rodi cat
dc.subject Rhodium catalyst cat
dc.subject Al·lens cat
dc.subject Allenes cat
dc.title Unusual reactivity of rhodium carbenes with allenes: an efficient asymmetric synthesis of methylenetetrahydropyran scaffolds cat
dc.type info:eu-repo/semantics/article cat
dc.rights.accessRights info:eu-repo/semantics/openAccess cat
dc.embargo.terms Cap cat
dc.type.version info:eu-repo/semantics/publishedVersion cat
dc.identifier.doi https://doi.org/10.1039/C7CC04803C
dc.contributor.funder Ministerio de Economía y Competitividad (Espanya) cat

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