LIQUID-CHROMATOGRAPHIC SEPARATION OF THE ENANTIOMERS OF CYCLIC BETA-AMINO ESTERS AS THEIR N-3,5-DINITROBENZOYL DERIVATIVES

A variety of cyclic N-3,5-dinitrobenzoyl beta-amino esters has been sy nthesized and resolved by chiral HPLC. The beta-amino esters were deri ved from beta-lactams formed by the [2 + 2] cycloaddition of N-chloros ulfonyl isocyanate with simple olefins. Chromatographic separation of the enantiomers of these N-(3,5-dinitrobenzoyl)-beta-amino esters on t hree pi-basic chiral stationary phases is described and the origin of the observed chiral recognition considered.