THE SYNTHESIS OF AMINO ACIDS BY REACTION OF AN ELECTROPHILIC GLYCINE CATION EQUIVALENT WITH NEUTRAL CARBON NUCLEOPHILES

Article abstract of DOI:10.1016/S0040-4020(01)86045-2

Seven neutral carbon nucleophiles (active aromatics, allylsilanes and a silyl enol ether) were reacted with the glycine cation equivalent 12 in the presence of TiCl4 to yield α-substituted amino acid derivatives in moderate yield (1-61.5 mmolar scale).Deprotection of the Schiff base ester products led to the corresponding amino acids.