SYNTHESIS OF ALPHA-SUBSTITUTED AND ALPHA,ALPHA-DISUBSTITUTED ALPHA-AMINO-ACID BY CONTROLLED MONOALKYLATION AND DIALKYLATION OF ETHYL N-DIPHENYLMETHYLENEGLYCINATE
J. Ezquerra et al., SYNTHESIS OF ALPHA-SUBSTITUTED AND ALPHA,ALPHA-DISUBSTITUTED ALPHA-AMINO-ACID BY CONTROLLED MONOALKYLATION AND DIALKYLATION OF ETHYL N-DIPHENYLMETHYLENEGLYCINATE, Tetrahedron letters, 34(52), 1993, pp. 8535-8538
Ethyl N-diphenylmethyleneglycinate reacts with one equivalent of alkyl
ating agents in the presence of powdered potassium carbonate to afford
, after hydrolysis, monoalkylated glycine esters. A similar process us
ing two equivalents of alkylating agents in the presence of powdered p
otassium hydroxide and a phase transfer catalysts gives, after hydroly
sis, dialkylated glycine esters.