Tetrahedron

4-Alkylated monobactams: Chiral synthesis and antibacterial activity

CM Cimarusti, DP Bonner, H Breuer, HW Chang…

Index: Cimarusti; Bonner; Breuer; et al. Tetrahedron, 1983 , vol. 39, # 15 p. 2577 - 2589

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Citation Number: 53

Abstract

The synthesis of 4-alkylated monobactams by a variety of procedures is described. Two complementary procedures have been developed for the chiral synthesis of rnonobactams.(1) sulfonation of 4-alkyl-3-(protected) amino-2-azetidinones with vanous complexes of SO3, and (2) cyclization of β mesyloxyacyl sulfamates derived from β-alkyl-β- hydroxy-α-amino acids The most general procedure involves introduction of the alkyl ...