Preparation of enantioselective enriched α-(dialkoxyphosphoryl)lactams via intramolecular CH insertion with chiral dirhodium(II) catalysts

The intramolecular CH insertion on α-diazoacetamides is an extremely useful procedure for the preparation of a wide variety of heterocyclic compounds. In this work is presented a strategy for the preparation of enantioselective enriched α-(dialkoxyphosphoryl)lactams via dirhodium(II) catalyzed CH insertion on α-diazo-α-(dialkoxyphosphoryl)acetamides, in which enantiomeric excess up to 40% is reported. Moreover, a systematic study was undertaken on the chiral dirhodium(II) catalyst and the α-diazo-α-(dialkoxyphosphoryl)acetamides influence on enantioselectivity.