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dc.contributor.authorEdwards, Andrew
dc.contributor.authorRubina, Marina
dc.contributor.authorRubin, Michael
dc.date.accessioned2018-01-30T20:54:56Z
dc.date.available2018-01-30T20:54:56Z
dc.date.issued2017-12-19
dc.identifier.citationA. Edwards, M. Rubina, M. Rubin, Chem. Eur. J. 2018, 24, 1394.en_US
dc.identifier.urihttp://hdl.handle.net/1808/25849
dc.descriptionThis is the peer reviewed version of the following article: A. Edwards, M. Rubina, M. Rubin, Chem. Eur. J. 2018, 24, 1394., which has been published in final form at http://doi.org/10.1002/chem.201704443. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.en_US
dc.description.abstractA full account on rhodium-catalyzed asymmetric, directed hydroboration of functionalized prochiral cyclopropenes affording enantiomerically enriched cyclopropylboronates is reported. The scope and limitations of two alternate directing groups, ester and carboxamide, are evaluated. It was found that hydroboration of esters appeared to be more sensitive to substitution in the aromatic ring of the substrates. Specifically, ortho-halogens were detrimental for diastereo- and enantioselectivity, possibly because of additional coordination with rhodium. In contrast, more Lewis-basic amide directing groups allowed for stronger chelation to the transition metal, leading to consistently high diastereo- and enantioselectivity in hydroboration across a broader range of substrates.en_US
dc.publisherWileyen_US
dc.titleDirected Rh(I)-Catalyzed Asymmetric Hydroboration of Prochiral 1-Arylcycloprop-2-ene-1-carboxylic Acid Derivativesen_US
dc.typeArticleen_US
kusw.kuauthorEdwards, Andrew
kusw.kuauthorRubina, Marina
kusw.kuauthorRubin, Michael
kusw.kudepartmentChemistryen_US
dc.identifier.doi10.1002/chem.201704443en_US
dc.identifier.orcidhttps://orcid.org/0000-0002-1668-9311
kusw.oaversionScholarly/refereed, author accepted manuscripten_US
kusw.oapolicyThis item meets KU Open Access policy criteria.en_US
dc.rights.accessrightsembargoedAccessen_US
dc.rights.accessrightsopenAccess


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