Shvo's catalyst in chemoenzymatic dynamic kinetic resolution of amines-inner or outer sphere mechanism?

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Vaz, Boniek G.
Milagre, Cintia Duarte de Freitas [UNESP]
Eberlin, Marcos N.
Milagre, Humberto Márcio Santos [UNESP]

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Evidence is provided for the inner-sphere mechanism with actual metal coordination of the racemic amine in the crucial hydrogen transfer step promoted by Shvo's catalyst of the chemoenzymatic dynamic kinetic resolution (DKR) of amines. Key intermediates involved in this H-transfer step were intercepted and continuously monitored by electrospray ionization mass spectrometry (ESI-MS) and characterized by their dissociation chemistries via ESI-MS/MS. © 2013 The Royal Society of Chemistry.



Dissociation chemistry, Dynamic kinetic resolution, Electrospray ionization mass spectrometry, Hydrogen transfer, Innersphere mechanism, Metal coordination, Amines, Catalysts, Mass spectrometry, Dynamics

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Organic and Biomolecular Chemistry, v. 11, n. 39, p. 6695-6698, 2013.