Figure 4.
Evaluation of BI’s pyridine-containing P,N-ligands for asymmetric hydrogenation of 13. Reaction conditions: 300 mg of 13, 0.1 mol % [Ir(COD)Cl]2, 0.3 mol % ligand, and 0.5 mol % I2, at 450 psi H2 and 50 °C in 5 mL of THF/MeOH (3:1) for 24 h. Product yield was calculated from quantitative HPLC solution assay of the product 14 upon Et2NH treatment; ee is measured on HPLC with a chiral stationary phase.