A regioselective synthesis of the title 1-bromo-4-phenyl-tetrahydro-7-amino- benzocyclohepten-6-one 2 has been pursued and develop in order to allow a large scale synthesis of this highly potent and selective APN inhibitor (Ki 60 pM). The pivotal step in this approach was the desymmetrization of the ketones 6a, b through regioselective generation of the silyl enol ethers 5a, b. After obtention of the corresponding enones 13a, b and the ...
