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dc.creatorHuang, Yifang
dc.creatorSonnet, Philip E.
dc.creatorDalton, David R.
dc.date.accessioned2021-04-16T14:35:09Z
dc.date.available2021-04-16T14:35:09Z
dc.date.issued2005-10-01
dc.identifier.citationY. Huang, P. E. Sonnet, and D. R. Dalton, “Diasteroselective Diels-Alder Reactions. The Role of the Catalyst.2,” ARKIVOC (2001) vi: 70-76. http://dx.doi.org/10.3998/ark.5550190.0002.606
dc.identifier.issn1551-7004
dc.identifier.doihttp://dx.doi.org/10.34944/dspace/6289
dc.identifier.urihttp://hdl.handle.net/20.500.12613/6307
dc.description.abstractThe Diels-Alder reaction between (R)-(−)-methyl (Z)-3-(4,5-dihydro-2-phenyl-4-oxazolyl)-2-propenoate 1 and cyclopentadiene in the presence of one equivalent of Et2AlCl or BF3 gave stereochemical results opposite to those obtained with one equivalent of EtAlCl2, SnCl4, or TiCl4. Energy minimizations of proposed complexes of these Lewis acids with the chiral dienophile at the RHF/3-21G level suggest that whereas the former coordinate singly to the nitrogen, the latter complex to both the nitrogen and the carbonyl oxygen of the substrate. These different complexes expose diastereotopic faces of the dienophile to reaction with the diene.
dc.format.extent7 pages
dc.languageEnglish
dc.language.isoeng
dc.relation.ispartofFaculty/ Researcher Works
dc.relation.haspartARKIVOC, Issue in Honor of Prof. Rudolph Abramovitch
dc.relation.isreferencedbyARKAT USA
dc.rightsAttribution CC BY
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/
dc.subjectCatalysis
dc.subjectComplexation
dc.subjectDiastereoselection
dc.subjectDiels-Alder reactions
dc.titleDiastereoselective Diels-Alder reactions. The role of the catalyst. 2
dc.typeText
dc.type.genreJournal article
dc.description.departmentChemistry
dc.relation.doihttp://dx.doi.org/10.3998/ark.5550190.0002.606
dc.ada.noteFor Americans with Disabilities Act (ADA) accommodation, including help with reading this content, please contact scholarshare@temple.edu
dc.description.schoolcollegeTemple University. College of Science and Technology
dc.temple.creatorHuang, Yifang
dc.temple.creatorSonnet, Philip E.
dc.temple.creatorDalton, David R.
refterms.dateFOA2021-04-16T14:35:09Z


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