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DC Field | Value | Language |
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dc.contributor.author | Abas, H | - |
dc.contributor.author | Frampton, CS | - |
dc.contributor.author | Spivey, AC | - |
dc.date.accessioned | 2017-01-05T12:11:28Z | - |
dc.date.available | 2016-10-03 | - |
dc.date.available | 2017-01-05T12:11:28Z | - |
dc.date.issued | 2016 | - |
dc.identifier.citation | Journal of Organic Chemistry, 81(20): pp. 9947−9956, (2016) | en_US |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | http://bura.brunel.ac.uk/handle/2438/13784 | - |
dc.description.abstract | Thermal 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.iso | en | en_US |
dc.publisher | American Chemical Society | en_US |
dc.title | Diels-Alder reactions of α-Amido Acrylates with N-Cbz-1,2-dihydropyridine and Cyclopentadiene | en_US |
dc.type | Article | en_US |
dc.identifier.doi | http://dx.doi.org/10.1021/acs.joc.6b01684 | - |
dc.relation.isPartOf | J Org Chem | - |
pubs.publication-status | Published online | - |
Appears in Collections: | Dept of Mechanical and Aerospace Engineering Research Papers |
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