A Robust, Recyclable Resin for Decagram Scale Resolution of (+/-)-Mefloquine and Other Chiral N-Heterocycles

摘要

Decagram quantities of enantiopure (+)-mefloquine have been produced via kinetic resolution of racemic mefloquine using a ROMP-gel supported chiral acyl hydroxamic acid resolving agent. The requisite monomer was prepared in a few synthetic steps without chromatography and polymerization was safely performed on a >30 gram scale under ambient conditions. The reagent was readily regenerated and reused multiple times for the resolution of 150 grams of (+/-)-mefloquine and other chiral N-heterocylces.