Catalytic Enantioselective Desymmetrization of 1,3-Diazido-2-propanol via Intramolecular Interception of Alkyl Azides with Diazo(aryl)acetates

Abstract

The first catalytic enantioselective desymmetrization of 1,3-diazido-2-propanol via an intramolecular interception of alkyl azides by Cu–carbenoids has been realized. A wide range of 1,3-diazidoisopropyl diazo­(aryl)­acetates were converted to cyclic α-imino esters in the presence of bisoxazoline ligand (<i>S,S</i>)-Ph-Box with good to excellent yields, and the enantiomeric excess was up to 97%