Diastereoselective synthesis of the carbacephem framework

BT Lotz, MJ Miller

Index: Lotz, Bruce T.; Miller, Marvin J. Journal of Organic Chemistry, 1993 , vol. 58, # 3 p. 618 - 625

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Citation Number: 50

Abstract

A short, versatile, and diastereoeelective method of preparing carbacephems has been developed. The procedure involves as a key step the aldol condensation of a protected glycine compound with a suitably designed aldehyde. In this step, most of the carbon skeleton of the carbacephem is assembled, and the two stereocentera of the final bicyclic@- lactam are set. This step also provides well-placed and synthetically useful functionality for ...