Ac. Oleary et al., 3-(2-ALKOXY-1-HYDROXYETHYL)AZETIDIN-2-ONES - POTENTIAL INTERMEDIATES FOR THE SYNTHESIS OF NOVEL CARBAPENEMS, Journal of chemical research. Synopses, (2), 1998, pp. 64
3-Vinyl and 3-isopropenylazetidin-2-ones can be transformed into the c
orresponding 3-(2-alkoxy-1-hydroxyethyl)azetidin-2-ones and 3-(1-alkox
y-2-hydroxypropan-2-yl)azetidin-2-ones by regioselective alcoholysis o
f 3-(1,2-epoxyethyl)azetidin-2-ones; -2-methoxyethyl)-1-(4-methoxyphen
yl)azetidin-2-one 14 is a synthetic precursor for carbapenems having b
oth alcohol and alkoxyalcohol substituents at C-8.