Please use this identifier to cite or link to this item: https://doi.org/10.1002/anie.200801378
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dc.titleEnantioselective protonation catalyzed by a chiral bicyclic guanidine derivative
dc.contributor.authorLeow, D.
dc.contributor.authorLin, S.
dc.contributor.authorChittimalla, S.K.
dc.contributor.authorFu, X.
dc.contributor.authorTan, C.-H.
dc.date.accessioned2014-10-16T08:27:50Z
dc.date.available2014-10-16T08:27:50Z
dc.date.issued2008-07-14
dc.identifier.citationLeow, D., Lin, S., Chittimalla, S.K., Fu, X., Tan, C.-H. (2008-07-14). Enantioselective protonation catalyzed by a chiral bicyclic guanidine derivative. Angewandte Chemie - International Edition 47 (30) : 5641-5645. ScholarBank@NUS Repository. https://doi.org/10.1002/anie.200801378
dc.identifier.issn14337851
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/93741
dc.description.abstract(Chemical Equation Presented) Simple is beautiful: The guanidine derivative 1 catalyzes a tandem conjugate addition-enantioselective protonation reaction of phthalimidoacrylates with thiols (see scheme) and itaconimides with phosphine oxides. Optically pure analogues of cysteine and cystine were obtained in this way. In highly enantioselective deuteration reactions, a small but significant kinetic isotope effect was observed. R=aryl, benzhydryl; R1-R 4=H, Me, Cl, F. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
dc.description.urihttp://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1002/anie.200801378
dc.sourceScopus
dc.subjectAmino acids
dc.subjectAtropisomerism
dc.subjectDeuteration
dc.subjectEnantioselectivity
dc.subjectProtonation
dc.typeArticle
dc.contributor.departmentCHEMISTRY
dc.description.doi10.1002/anie.200801378
dc.description.sourcetitleAngewandte Chemie - International Edition
dc.description.volume47
dc.description.issue30
dc.description.page5641-5645
dc.description.codenACIEA
dc.identifier.isiut000257809700031
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