3-(substituted succinimide) azetidinones as chiral...

C - Chemistry – Metallurgy – 07 – D

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C07D 403/04 (2006.01) C07D 205/08 (2006.01) C07D 205/085 (2006.01) C07D 405/06 (2006.01) C07D 405/14 (2006.01) C07F 7/10 (2006.01)

Patent

CA 1320209

X-6841 ABSTRACT 3.beta.-(3,4-Disubstituted succinimido)azetidinones are provided via stereoselective cycloaddition of imines with chiral auxiliary 3,4-disubstituted succinimido- acetyl 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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