Oxygen → (3R,4R)-1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-pyrrolidine-3-carboxylic acid

Participants

Reaction Steps

An autoclave was charged under argon in a glove box (O2 content<2 ppm) with 1-Benzyl-4-(4-chloro-3-fluoro-phenyl)-2,5-dihydro-1H-pyrrole-3-carboxylic acid (1.00 g, 3.01 mmol), [Ru(OAc)2((S)-2-furyl-MeOBIPHEP)] (9.18 mg, 0.012 mmol) (2-furyl-MeOBIPHEP=(6,6′-dimethoxybiphenyl-2,2′-diyl)bis(di-2-furylphosphine) and methanol (30 mL). The asymmetric hydrogenation was run for 20 h at 30° C. under 40 bar of hydrogen. After the pressure was released, the grey suspension was evaporated to dryness to yield the crude title compound. MS m/e: 332.1 [M−H].

Provenance & Evidence