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1,3-Allylic Strain as a Strategic Diversification Element For Constructing Libraries of Substituted 2-Arylpiperidines

dc.contributor.authorCoombs, Thomas
dc.contributor.authorLushington, Gerald H.
dc.contributor.authorDouglas, Justin T.
dc.contributor.authorAubé, Jeffrey
dc.date.accessioned2017-04-06T17:27:42Z
dc.date.available2017-04-06T17:27:42Z
dc.date.issued2011-03-14
dc.identifier.citationCoombs, T. C., Lushington, G. H., Douglas, J., & Aubé, J. (2011). 1,3-Allylic Strain as a Strategic Diversification Element For Constructing Libraries of Substituted 2-Arylpiperidines. Angewandte Chemie (International Ed. in English), 50(12), 2734–2737. http://doi.org/10.1002/anie.201007133en_US
dc.identifier.urihttp://hdl.handle.net/1808/23595
dc.description.abstractFlipping diversity—Minimization of 1,3-allylic strain is a recurring element in the design of a stereochemically- and spatially-diverse collection of 2-arylpiperidines. Here, stereochemicallydiverse scaffolding is first constructed using A1,3 strain to guide the regioselective addition of nucleophiles, which serve as handles for further substitution. N-substitution with alkyl and acyl substituents again leverages A1,3 strain to direct each stereoisomer to two different conformer populations, doubling the number of library membersen_US
dc.publisherWileyen_US
dc.rightsCopyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheimen_US
dc.subjectArylpiperidinesen_US
dc.subject1, 3-allylic strainen_US
dc.subjectFürst–Plattneren_US
dc.subjectShape diversityen_US
dc.subjectConformational diversityen_US
dc.title1,3-Allylic Strain as a Strategic Diversification Element For Constructing Libraries of Substituted 2-Arylpiperidinesen_US
dc.typeArticleen_US
kusw.kuauthorLushington, Gerald H.
kusw.kuauthorDouglas, Justin
kusw.kuauthorAube, Jeff
kusw.kudepartmentMolecular Graphics Laboratoryen_US
kusw.kudepartmentNMR Laboratoryen_US
kusw.kudepartmentChemistryen_US
dc.identifier.doi10.1002/anie.201007133en_US
kusw.oaversionScholarly/refereed, author accepted manuscripten_US
kusw.oapolicyThis item meets KU Open Access policy criteria.en_US
dc.rights.accessrightsopenAccess


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