Hd. Ambrosi et al., BETA-LACTAMS AND BETA-LACTAM-INTERMEDIATE S .2. STEREOSELECTIVE SYNTHESIS OF CIS-3-AMINO-1,4-DIPHENYL-AZETIDIN-2-ONE, Archiv der pharmazie, 326(6), 1993, pp. 319-321
Phthalylglycyl chloride (1) reacts with benzalaniline (3) in the prese
nce of triethylamine to yield 1,4-diphenyl-3-phthalimido-azetidin-2-on
e (5). The selectivity of formation of cis-beta-lactam 5 was improved
considerably by decreasing the concentration of chloride in the reacti
on-solution and by lowering of the temperature. Hydrazinolysis of 5 yi
elds 3-amino-1,4-diphenyl-azetidin-2-one (8).