DUGiDocsHighly efficient and eco-friendly gold-catalyzed synthesis of homoallylic ketones
dc.contributor.author
dc.date.accessioned
2015-05-05T06:12:39Z
dc.date.available
2015-05-05T06:12:39Z
dc.date.issued
2014
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2155-5435
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dc.description.abstract
We 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
dc.description.sponsorship
The 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)
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application/pdf
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eng
dc.publisher
American Chemical Society (ACS)
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info:eu-repo/grantAgreement/MICINN//RYC-2009-05226/ES/RYC-2009-05226/
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Reproducció digital del document publicat a: http://dx.doi.org/10.1021/cs500806m
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© ACS Catalysis, 2014, vol. 4, p. 2701-2705
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Articles publicats (D-Q)
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Tots els drets reservats
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dc.title
Highly efficient and eco-friendly gold-catalyzed synthesis of homoallylic ketones
dc.type
info:eu-repo/semantics/article
dc.rights.accessRights
info:eu-repo/semantics/embargoedAccess
dc.embargo.terms
Cap
dc.date.embargoEndDate
info:eu-repo/date/embargoEnd/2026-01-01
dc.relation.projectID
info:eu-repo/grantAgreement/EC/FP7/293900/EU/Ab initio Statics and Molecular Dynamics Simulation of Olefin Metathesis Catalysts for pharmacological purposes/COMPUTEDRUG
dc.type.version
info:eu-repo/semantics/publishedVersion
dc.identifier.doi
dc.identifier.idgrec
022446
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