Kinetic Resolution of Nitrogen Heterocycles with a Reusable Polymer-Supported Reagent

摘要

Enantioenriched N-heterocycles are commonly prepared by resolution of their racemic mixtures. Surprisingly, enzymatic and other catalytic resolutions of these important building blocks are less developed; the state of the art remains separations by diastereomeric salt formation or resolution by chromatography on chiral stationary phases. As an alternative, stoichiometric chiral acylating agents can be used for enantioselective amidation of racemic amines. Researchers, including Fu, Mioskowski, Atkinson, and others, have reported progress on such methods but their widespread use has been precluded by restricted substrate scope, inconvenient reaction procedures, and lengthy syntheses of the reagents.