C. Baldoli et al., TRICARBONYL(ETA(6) ARENE)CHROMIUM(0) COMPLEXES AS CHIRAL AUXILIARIES - HOMOCHIRAL-BETA-LACTAMS SYNTHESIS VIA [2+2] CYCLOADDITION REACTION, Tetrahedron : asymmetry, 5(5), 1994, pp. 809-812
A highly enantioselective synthesis of beta-lactams ''via'' a [2+2] cy
cloaddition reaction of homochiral tricarbonyl [N-(2-methoxybenzyliden
e)aniline]chromium with ketenes is reported. Moreover the reaction of
(+)-(IS)-tricarbonyl[4-methoxy-N-(2-methoxy cinnamylidene)aniline]chro
mium with acetoxy ketene gives the corresponding 4-styryl-beta-lactam
in good yield but with moderate stereoselection.