| 摘要 |
3 beta -Substituted succinimido)azetidinones represented by the formula <IMAGE> wherein R and R1 are e.g. C1-C5 alkanoyloxy, benzoyloxy, substituted benzoyloxy, or benzyloxy, or one of R and R1 is hydrogen and the other is as defined above; R2 is C1-C4 alkoxycarbonyl or an arylvinyl group e.g. styrryl or 2-furylvinyl; and R3 is e.g. protected-carboxymethyl, or an NH protecting group; are provided via stereoselective cycloaddition of imines with chiral auxiliary 3,4-disubstituted succinimidoacetyl chlorides. The chiral auxiliary e.g., 3S,4S-dibenzoyloxy-and 3S,4S-diacetoxysuccinimidoacetyl chloride, is obtained from tartaric acid via anhydride and imide formation with retention of chirality. The chiral azetidinones obtained are useful intermediates to beta -lactam antibacterial compounds.
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