The synthesis of Beta-Carbonhomologous Intermediate of Norcardicin A. A General Method for Selective Preparation of The Beta-Lactam Ring in the Presence of Free Phenolic Hydroxyl Groups

Document Type: Research Article

Authors

Chemistry Department, Shiraz University, Shiraz, I.R. IRAN

Abstract

The synthesis of cis-N-[a-carbobenzyloxy-b-(p-hydroxyphenyl)ethyl]-3-phthalimido-4-styryl-2-azetidinone is described. We have found that the electron-rich Schiff bases can afford the cis-b-lactam ring even in the presence of the free hydroxyl functions. The mechanisms of cis and trans-b-lactam ring formation are discussed. The discussions are consistent with the recent publications.

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