Solid-phase synthesis of beta-lactams via the ester enolate-imine condensation route.
The ester enolate-imine condensation route to beta-lactams via an immobilized ester enolate has been achieved for the first time. The key reaction in the synthesis is the cyclization of the resin bound ester dianion and an imine. Traceless cleavage from the T1-triazene linker system yields the desired beta-lactams.
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Institut für Organische Chemie, Rheinisch-Westfälische Technische Hochschule, Aachen, Germany.
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D002851:Chromatography, High Pressure Liquid; D007097:Imines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013055:Spectrophotometry, Infrared; D047090:beta-Lactams / Q000138:chemical synthesis*
D007097:Imines; D047090:beta-Lactams