STUDIES ON THE ALKYLATION OF DIPEPTIDE SUBSTRATES

Alkylations of anions derived from dipeptides with a glycine at the C- terminus have been investigated. A hydrocarbon sedition in the N-termi nal residue does impart some asymmetric induction. The use of a chiral ester derivative provides the potential for double asymmetric inducti on and good selectivity. With an aspartyl residue at the N-terminus, p roblems were encountered due to competing side reactions. The use of a n azetidinone could circumvent some of these, but the observed inducti on was not high.