Stereoselective monoamine oxidase-catalyzed oxidative aza-Friedel-Crafts reactions of meso-pyrrolidines in aqueous buffer
Vande Velde, Christophe M.L.
Faculty of Sciences. Chemistry
Faculty of Applied Engineering Sciences
Engineering sciences. Technology
Advanced synthesis and catalysis. - Weinheim
, p. 1555-1560
University of Antwerp
We disclose the highly diastereoselective combination of monoamine oxidase-catalyzed oxidation of meso-pyrrolidines and aza-FriedelCrafts reactions in aqueous buffer to give valuable enantioenriched 2-substituted pyrrolidines in a formal double C[BOND]H activation process. A range of secondary as well as tertiary amines were shown to be suitable substrates for the biocatalytic oxidation and subsequent addition of a variety of C-nucleophiles.