Please use this identifier to cite or link to this item: http://bura.brunel.ac.uk/handle/2438/13784
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dc.contributor.authorAbas, H-
dc.contributor.authorFrampton, CS-
dc.contributor.authorSpivey, AC-
dc.date.accessioned2017-01-05T12:11:28Z-
dc.date.available2016-10-03-
dc.date.available2017-01-05T12:11:28Z-
dc.date.issued2016-
dc.identifier.citationJournal of Organic Chemistry, 81(20): pp. 9947−9956, (2016)en_US
dc.identifier.issn0022-3263-
dc.identifier.urihttp://bura.brunel.ac.uk/handle/2438/13784-
dc.description.abstractThermal Diels−Alder reactions of α-amido acrylates with N-Cbz-1,2-dihydropyridine and cyclopentadiene have been explored to investigate the factors influencing the endo/exo selectivity. For the dihydropyridine, steric factors allowed the diastereoselectivity to be modulated to favor either endo- or exo-ester adducts. For cyclopentadiene, the endo-ester adducts were favored regardless of steric perturbation, although catalysis by bulky Lewis acids increased the proportion of exo-ester adducts in some cases. These Lewis acids were incompatible with the dihydropyridine diene as they induced its decomposition.en_US
dc.language.isoenen_US
dc.publisherAmerican Chemical Societyen_US
dc.titleDiels-Alder reactions of α-Amido Acrylates with N-Cbz-1,2-dihydropyridine and Cyclopentadieneen_US
dc.typeArticleen_US
dc.identifier.doihttp://dx.doi.org/10.1021/acs.joc.6b01684-
dc.relation.isPartOfJ Org Chem-
pubs.publication-statusPublished online-
Appears in Collections:Dept of Mechanical Aerospace and Civil Engineering Research Papers

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