Stereoselective Synthesis of 3-Aminoindan-1-ones and Subsequent Incorporation into HIV-1 Protease Inhibitors

摘要

A new method for the stereoselective synthesis of 3-amino-indan-1-ones from Inflates of salicylic sulfinyl imines and ethylene glycol vinyl ether has been developed.The reaction sequence starts with a regioselective Heck reaction followed by stereoselective Lewis acid mediated annulation.Acidic cleavage of the sulfinamides produced pure(R)-and(S)-3-aminoindan-1-ones,which were successfully isolated and incorporated into active HIV-1 protease inhibitors.