Unusual reactivity of rhodium carbenes with allenes: an efficient asymmetric synthesis of methylenetetrahydropyran scaffolds
dc.contributor.author
dc.date.accessioned
2017-09-07T06:53:35Z
dc.date.available
2017-09-07T06:53:35Z
dc.date.issued
2017-08-15
dc.identifier.issn
1359-7345
dc.identifier.uri
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
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
dc.format.mimetype
application/pdf
dc.language.iso
eng
dc.publisher
Royal Society of Chemistry (RSC)
dc.relation
info:eu-repo/grantAgreement/MINECO//CTQ2014-54306-P/ES/ESTUDIOS TEORICO-EXPERIMENTALES DE CICLACIONES CATALIZADAS POR METALES DE TRANSICION. NUEVOS DESARROLLOS EN AROMATICIDAD, FUNCIONALES DE LA DENSIDAD Y QUIMICA SUPRAMOLECULAR/
dc.relation.isformatof
Reproducció digital del document publicat a: https://doi.org/10.1039/C7CC04803C
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Chemical Communications, 2017, vol. 53, núm. 71, p. 9922 - 9925
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Articles publicats (D-Q)
dc.rights
Attribution-NonCommercial 3.0 Spain
dc.rights.uri
dc.subject
dc.title
Unusual reactivity of rhodium carbenes with allenes: an efficient asymmetric synthesis of methylenetetrahydropyran scaffolds
dc.type
info:eu-repo/semantics/article
dc.rights.accessRights
info:eu-repo/semantics/openAccess
dc.embargo.terms
Cap
dc.type.version
info:eu-repo/semantics/publishedVersion
dc.identifier.doi
dc.identifier.idgrec
027186
dc.contributor.funder
dc.relation.ProjectAcronym
dc.identifier.eissn
1364-548X