Palladium-catalyzed aerobic oxidation of allylic amines via heterocyclic intermediates.
作者： Henk Hiemstra , Rolf A. T. M. van Benthem
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摘要: The efficient transformation of allylic amines into 2-amino-3-alken-1-ols and 1,2-diamino-3-alkenes is described. key step the functionalization π-bond starting material via palladium(II)-mediated attack by an oxygen or nitrogen nucleophile, followed palladium hydride elimination. When this reaction carried out in DMSO as solvent, molecular serves a clean oxidant (without need co-oxidant), thus making process catalytic palladium. By tethering nucleophile to atom amine, intramolecular character ensures excellent regio- stereoselectivity several cases. tether readily removed using electrochemical oxidation hydrolysis.
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