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|Title:||Enantioselective protonation catalyzed by a chiral bicyclic guanidine derivative||Authors:||Leow, D.
|Issue Date:||14-Jul-2008||Citation:||Leow, 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||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.||Source Title:||Angewandte Chemie - International Edition||URI:||http://scholarbank.nus.edu.sg/handle/10635/93741||ISSN:||14337851||DOI:||10.1002/anie.200801378|
|Appears in Collections:||Staff Publications|
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