op9b00292_si_001.pdf (817.56 kB)
Development of an Enantioselective [3 + 2] Cycloaddition To Synthesize the Pyrrolidine Core of ABBV-3221 on Multikilogram Scale
journal contribution
posted on 2019-09-19, 14:03 authored by John Hartung, Stephen N. Greszler, Russell C. Klix, Jeffrey M. KallemeynThe
tetrasubstituted pyrrolidine core of ABBV-3221 was synthesized
by catalytic, enantioselective cycloaddition. A Cu(I) catalyst system
was identified as ideal for further development, which gave a 78%
yield of 99% purity product after optimization. The processes of catalyst
selection, optimization, and crystallization of the cycloaddition
product are described herein.