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dc.contributor.authorSoloshonok, Vadym Anatolievch ORCID
dc.contributor.authorNelson, Donna J.
dc.date.accessioned2014-02-21T17:42:08Z
dc.date.available2014-02-21T17:42:08Z
dc.date.issued2011-06
dc.identifier.citationBeilstein Journal of Organic Chemistry 7 : 744–758 (2011)es
dc.identifier.issn1860-5397
dc.identifier.urihttp://hdl.handle.net/10810/11605
dc.description.abstractA broad perspective of various factors influencing alkene selenenylation has been developed by concurrent detailed analysis of key experimental and theoretical data, such as asymmetric induction, stereochemistry, relative reactivities, and comparison with that of alkene sulfenylation. Alkyl group branching a to the double bond was shown to have the greatest effect on alkene reactivity and the stereochemical outcome of corresponding addition reactions. This is in sharp contrast with other additions to alkenes, which depend more on the degree of substitution on C=C or upon substituent electronic effects. Electronic and steric effects influencing asymmetric induction, stereochemistry, regiochemistry, and relative reactivities in the addition of PhSeOTf to alkenes are compared and contrasted with those of PhSCl.es
dc.description.sponsorshipSupport from the National Science Foundation and from the National Institutes of Healthes
dc.language.isoenges
dc.publisherBeilstein Institutes
dc.rightsinfo:eu-repo/semantics/openAccesses
dc.subjectalkene selenenylationes
dc.subjectasymmetric synthesises
dc.subjectcalculationses
dc.subjectelectronic effectses
dc.subjectregioselectivityes
dc.subjectrelative reactivitieses
dc.subjectsteric effectses
dc.titleAlkene selenenylation: A comprehensive analysis of relative reactivities, stereochemistry and asymmetric induction, and their comparisons with sulfenylationes
dc.typeinfo:eu-repo/semantics/articlees
dc.rights.holder© 2011 Soloshonok and Nelson; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)es
dc.relation.publisherversionhttp://www.beilstein-journals.org/bjoc/single/articleFullText.htm?publicId=1860-5397-7-85es
dc.identifier.doi10.3762/bjoc.7.85
dc.departamentoesQuímica orgánica Ies_ES
dc.departamentoeuKimika organikoa Ies_ES
dc.subject.categoriaCHEMISTRY, ORGANIC


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