Methyl 2-substituted N-(diphenylmethylene)-DL-tryptophanates were prep
ared by means of Lewis acid catalysed Michael-type addition of methyl
N-(diphenylmethylene)dehydroalaninate to suitable 2-substituted indole
s. Hydrolysis of these tryptophan derivatives affords the correspondin
g amino acids. Examples of selective deprotection of either the amino
or carboxylic group are reported.