A detailed study of the diastereoselective catalytic hydrogenation of 6-hydroxytetrahydroisoquinoline-(3R)-carboxylic ester intermediates

作者：Lefort Laurent^*; Sereinig Natascha; Straatman Harrie; Ager David J; de Vries Johannes G; Werner John A; Scherer Roger B; Maloney Todd D; Argentine Mark D; Sullivan Kevin A; Fennell Jared W

来源：Catalysis Science & Technology, 2012, 2(10): 2077-2082.

DOI：10.1039/c2cy20251d

A key step towards a highly-selective antagonist of ionotropic glutamate receptors entails the diastereoselective arene hydrogenation of an enantiopure tetrahydroisoquinoline. An extensive screen using parallel reactors was conducted and led to the discovery of several Pd/C catalysts giving high yield and improved diastereoselectivity from 75 : 25 to 95 : 5. A detailed kinetic study of the best system was performed and supports the reduction occuring in two-steps.

• 出版日期2012