Efficient Asymmetric Hydrogenation of Pyridines

摘要

Catalytic asymmetric hydrogenation has become a key technology in academic research[1] and in industry owing to its generally unrivalled efficiency and selectivity. Nevertheless, no satisfactory solution for the asymmetric hydrogenation of aromatic or heteroaromatic substrates according to Scheme 1 exists, although these compounds are readily available and the reaction has the potential for the simultaneous creation of multiple stereocenters. Here we describe an efficient and unprecedented auxiliary-based method for the asymmetric hydrogenation of substituted pyridines (YR1=N), which enables the stereoselective formation of piperidines with up to four new chiral centers in a single operation (Scheme 2 a).