Oxazoline-N-oxide mediated asymmetric cycloadditions. Recent progress in the stereoselective syntheses of β-lactones and β-lactams

Abstract

Camphor-derived oxazoline-N-oxides are versatile dipoles in a new kind of asymmetric [2+3] cycloadditions. Recent applications of this methodology allowed the stereoselective syntheses of several β-lactones natural products such as 1233A and tetrahydrolipstatine. Two formal syntheses of β-lactams antibiotics, β-methyl thienamycin and carpetimycin A, have also been achieved using this type of cycloaddition.