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dc.contributor.authorGómez-Suárez, Adrián
dc.contributor.authorGasperini, Danila
dc.contributor.authorVummaleti, Sai V. C.
dc.contributor.authorPoater, Albert
dc.contributor.authorCavallo, Luigi
dc.contributor.authorNolan, Steven P.
dc.date.accessioned2015-08-03T12:06:13Z
dc.date.available2015-08-03T12:06:13Z
dc.date.issued2014-07-15
dc.identifier.citationGómez-Suárez, A., Gasperini, D., Vummaleti, S. V. C., Poater, A., Cavallo, L., & Nolan, S. P. (2014). Highly Efficient and Eco-Friendly Gold-Catalyzed Synthesis of Homoallylic Ketones. ACS Catalysis, 4(8), 2701–2705. doi:10.1021/cs500806m
dc.identifier.issn21555435
dc.identifier.doi10.1021/cs500806m
dc.identifier.urihttp://hdl.handle.net/10754/563683
dc.description.abstractWe report a new catalytic protocol for the synthesis of γ,δ-unsaturated carbonyl units from simple starting materials, allylic alcohols and alkynes, via a hydroxalkoxylation/Claisen rearrangement sequence. This new process is more efficient (higher TON and TOF) and more eco-friendly (increased mass efficiency) than the previous state-of-the-art technique. In addition, this method tolerates both terminal and internal alkynes. Moreover, computational studies have been carried out in order to shed light on how the Claisen rearrangement is initiated. © 2014 American Chemical Society.
dc.description.sponsorshipThe ERC (Advanced Investigator Award-FUNCAT), EPSRC and Syngenta are gratefully acknowledged for support. Umicore AG is acknowledged for their generous gift of materials. The EPSRC National Mass Spectrometry Service Centre (NMSSC) is gratefully acknowledged for HRMS analyses. S.P.N. is a Royal Society Wolfson Research Merit Award holder. S.P.N. and L.C. thank King Abdullah University of Science and Technology (CCF project) for support. L.C. thanks the HPC team of Enea for using the ENEA-GRID and the HPC facilities CRESCO in Portici (Italy) for access to remarkable computational resources. A.P. thanks the Spanish MINECO for a Ramon y Cajal contract (RYC-2009-05226) and European Commission for a Career Integration Grant (CIG09-GA-2011-293900).
dc.publisherAmerican Chemical Society (ACS)
dc.subjectClaisen rearrangement
dc.subjectgold
dc.subjecthomoallylic ketones
dc.subjecthydroalkoxylation
dc.subjectsolvent-free
dc.titleHighly efficient and eco-friendly gold-catalyzed synthesis of homoallylic ketones
dc.typeArticle
dc.contributor.departmentChemical Science Program
dc.contributor.departmentKAUST Catalysis Center (KCC)
dc.contributor.departmentPhysical Science and Engineering (PSE) Division
dc.identifier.journalACS Catalysis
dc.contributor.institutionEaStCHEM School of Chemistry, University of St. Andrews, North Haugh, St. Andrews, Fife KY16 9ST, United Kingdom
dc.contributor.institutionInstitut de Química Computacional i Catàlisi, Departament de Química, Campus de Montilivi Sn, 17071 Girona, Catalonia, Spain
dc.contributor.institutionDipartimento di Chimica e Biologia, Universita di Salerno, Via Papa Paolo Giovanni II, 84084 Fisciano, Italy
kaust.personVummaleti, Sai V. C.
kaust.personCavallo, Luigi
dc.date.published-online2014-07-15
dc.date.published-print2014-08


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