Synthesis and x-ray crystal structure determination of 1, 3-bridged. beta.-lactams: novel, anti-Bredt. beta.-lactams

…, BH Lee, MM Miller, OP Anderson

文献索引：Williams; Lee; Miller; Anderson Journal of the American Chemical Society, 1989 , vol. 111, # 3 p. 1073 - 1081

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被引用次数: 53

摘要

Abstract: The first successful syntheses of several anti-Bredt P-lactams from alkyl acetoacetate in 1 1-14 steps are described. The key cyclization reaction involves the Rh (I1)- catalyzed carbene insertion of the diazo derivatives 12, 23, and 31 into the NH bond of the 0- lactams. These (f)-1, 3-bridged 0-lactams have IR absorptions of 1780-1 795 cm-'for the (3- lactam carbonyls. The structure of 32d has been determined by X-ray crystallography; this ...