Asymmetric alkylation of tert-butyl glycinate Schiff base with chiral quaternary ammonium salt under micellar conditions

The asymmetric alkylation of the tert-butyl glycinate-benzophenone Schiff b ase 1 with various arylmethyl bromides catalyzed by O-allyl-N-(9 anthraceny lmethyl)cinchonidinium bromide (2) proceeded smoothly under micellar condit ions (5 equiv of 1 M KOH and 0.4 equiv of Triton X-100) to give the alkylat ed products in good yields and with good enantioselectivity (72-85% ee), de pending on the electrophiles.