Amino-Thiocarbamate Catalyzed Bromoaminocyclization

Significance

Yeung and co-workers developed a catalytic asymmetric halo-N-cyclization using amino-thiocarbamate catalyst 1. The authors found that the bulkier 6-O-isoamyl group on the quinoline ring of the catalyst could improve the enantioselectivities dramatically. To show the utility of their bromoaminocyclization products, compound 1 was converted into bicyclic aziridine 4 and lactam 3. Also, isoindolinone 6 was prepared through the oxidation of isoindoline 5.