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Please use this identifier to cite or link to this item: https://doi.org/10.1002/asia.200900331
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dc.titleEnantioselective protonation of itaconimides with thiols and the rotational kinetics of the axially chiral C-N bond
dc.contributor.authorLin, S.
dc.contributor.authorLeow, D.
dc.contributor.authorHuang, K.-W.
dc.contributor.authorTan, C.-H.
dc.date.accessioned2014-06-23T05:38:38Z
dc.date.available2014-06-23T05:38:38Z
dc.date.issued2009-11-02
dc.identifier.citationLin, S., Leow, D., Huang, K.-W., Tan, C.-H. (2009-11-02). Enantioselective protonation of itaconimides with thiols and the rotational kinetics of the axially chiral C-N bond. Chemistry - An Asian Journal 4 (11) : 1741-1744. ScholarBank@NUS Repository. https://doi.org/10.1002/asia.200900331
dc.identifier.issn18614728
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/76107
dc.description.abstractBicyclic guanidines are able to catalyze the protonation reactions of 2- phthalimidoacrylates with thiols in excellent yields and enantioselectivities. The protonation reaction of itaconimides with secondary phosphine oxides is also known. Herein, the tandem conjugate addition-enantioselective protonation of Nsubstituted itaconimides with thiols catalyzed by chiral bicyclic guanidine is investigated. The rotational barrier of the C-N axis of N-2-tert-butyl phenylitaconimide is also studied, both experimentally and computationally. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
dc.description.urihttp://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1002/asia.200900331
dc.sourceScopus
dc.subjectAsymmetric catalysis
dc.subjectAtropisomerism
dc.subjectGuanidines
dc.subjectOrganocatalysis
dc.subjectProtonation
dc.typeArticle
dc.contributor.departmentCHEMISTRY
dc.description.doi10.1002/asia.200900331
dc.description.sourcetitleChemistry - An Asian Journal
dc.description.volume4
dc.description.issue11
dc.description.page1741-1744
dc.identifier.isiut000271814800013
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