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A Versatile Method for the Synthesis of 3-Alkoxycarbonyl β-Lactam Derivatives

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posted on 20.01.2006 by Lei Jiao, Qianfeng Zhang, Yong Liang, Shiwei Zhang, Jiaxi Xu
Ketene-imine cycloaddition reactions (the Staudinger reaction) of ethoxycarbonyl(phenylthio)ketene with various imines and subsequent desulfurization reactions were employed to synthesize 3-ethoxycarbonyl β-lactam derivatives. The results indicate that the current approach provides a convenient, mild, and versatile method for synthesizing a variety of 3-alkoxycarbonyl trans-β-lactam derivatives with good to excellent yields and diastereoselectivities.