Abstract A convergent total synthesis of 13-hydroxyisocyclocelabenzine was developed.(3S)- Methyl 3-amino-3-phenylpropanoate (4) was used as the chiral building block. The 3, 4- dihydro-4-hydroxyisoquinolin-1 (2H)-one derivative (5), the key fragment for the total synthesis, was prepared by a novel base-catalyzed lactone-lactam ring enlargement (Scheme 3). The resulting target C (13) epimers 3a/3b from macrocyclization (Scheme 4) ...
