Diphenylphosphine → N-Acetyl-L-phenylalanine

Participants

Reaction Steps

110 μmol of the optically active diphenylphosphine ligand of Example 3 were dissolved in 5 ml of THF and, after addition of 100 μmol of Rh(COD)2BF4, stirred at RT for 20 min. 100 mmol of α-acetamidocinnamic acid and 250 ml of THF were added to the clear yellow solution. This solution was hydrogenated under 20 bar of hydrogen at 30° C. The reaction was complete after 20 min. N-Acetyl-(S)-phenylalanine was isolated after workup in 97% yield and an optical purity of 99.6% ee.

Provenance & Evidence