(2R)-2-(3,5-dimethylphenyl)pyrrolidine synthesis

Yield:-

Steps:

Multi-step reaction with 3 steps
1.1: magnesium; iodine / tetrahydrofuran / Reflux
1.2: 2 h / -78 °C / Inert atmosphere; Schlenk technique; Glovebox
2.1: trifluoroacetic acid / 1 h / Inert atmosphere; Schlenk technique; Glovebox
3.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; (R,R)-f-spiroPhos; hydrogen / tetrahydrofuran / 10 h / 30 °C / 7600.51 Torr / Autoclave

References:

Zhang, Ying;Yan, Qiaozhi;Zi, Guofu;Hou, Guohua [Organic Letters,2017,vol. 19,# 16,p. 4215 - 4218]