STEREOSELECTIVE SYNTHESIS OF STABLE ISOTOPE-LABELED L-ALPHA-AMINO ACIDS - ENANTIOSELECTIVE SYNTHESIS OF C-13-LABELED, N-15-LABELED L-PROLINE USING OPPOLZERS GLYCINE TEMPLATE

We have developed a stereoselective route to the synthesis of stable i sotope-labeled L-proline. Alkylation of (methylthio)methylidine]glycyl }bornane-10,2-sultam with 3-chloro-iodopropane yielded e]amino}-5-chlo ropentan-1-oyl}bornane-10,2-sultam. Cyclization to the imino acid occu rred during the sequential removal of the alpha-amino protecting group and the chiral auxiliary.