Reaction Steps
In a similar fashion using (R)-QUINAP, (2S,4S,5R)-4-Acetyl-5-[4-methoxy-3-(3-methoxypropoxy)-phenyl]-pyrrolidine-2-carboxylic acid isopropyl ester, 1H-NMR, δ CDCl3: 6.89-6.79 (3H, m, Ph), 5.15 (1H, m, CHO), 4.52 (1H, d, PHCHN), 4.11 (2H, t, CH2O), 3.85 (3H, s, MeO), 3.60 (2H, t, CH2O), 3.41 (1H, m, CHCO), 3.48 (3H, s, MeO), 2.39 (1H, ddd, CH), 2.29 (1H, ddd, CH), 2.12 (2H, m, CH2), 1.30 (6H, 2 overlapping d, 2×Me), can be prepared. The epimer (2R,4R,5S)-4-Acetyl-5-[4-methoxy-3-(3-methoxy-propoxy)-phenyl]-pyrrolidine-2-carboxylic acid isopropyl ester, can also be isolated; 1H-NMR, δ CDCl3: 6.89-6.79 (3H, m, Ph), 5.15 (1H, m, CHO), 4.52 (1H, d, PHCHN), 4.11 (2H, t, CH2O), 3.85 (3H, s, MeO), 3.60 (2H, t, CH2O), 3.41 (1H, m, CHCO), 3.48 (3H, s, MeO), 2.39 (1H, ddd, CH), 2.29 (1H, ddd, CH), 2.12 (2H, m, CH2), 1.30 (6H, 2 overlapping d, 2×Me).