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ChemInform Abstract: 1‐OXADETHIAPENICILLINS‐ SYNTHESIS AND STEREOCHEMICAL ASSIGNMENTS USING LANTHANIDE INDUCED SHIFTS

Roger G. Alexander, Robert Southgate

Abstract

Abstract Das Acetoxy‐azetidinon (I) reagiert mit 2‐Brom‐3‐hydroxy‐3‐methyl‐buttersäurebenzylester in 20%iger Ausbeute zu einem 1:1,2‐Gemisch der β‐Lactame (II) und (III), von denen ersteres bei Behandlung mit Kaliumcarbonat in Dimethylformamid in 32%iger Ausbeute zu einem Gemisch der Oxadethiapenicilline (IVa) und (IVb) cyclisiert.

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Available abstract

Key concepts: Chemistry, Lanthanide, Medicinal chemistry, Stereochemistry, Computational chemistry, Organic chemistry, Ion