Efficient Chemoenzymatic Synthesis of Chiral Pincer Ligands

摘要

Chiral, nonracemic pincer ligands based on the 6-pheny1-2-aminomethylpyridine and 2-aminomethylbenzo[h]quinolinescaffolds were obtained, by a chemoenzymatic approachstarting from 2-pyridyl and 2-benzoquinolyl ethanone. In theenantiodifferentiating step, secondary alcohols of oppositeabsolute configuration were obtained by a baker's yeastreduction of the ketones and by lipase-mediated dynamickinetic resolution of the racemic alcohols. Their transforma-tion into homochiral 1-methyl- 1 -heteroarylethanamines oc-curred without loss of optical purity, giving access to pincerligands used in enantioselective catalysis.