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The Journal of Organic Chemistry

Enantioselective Total Syntheses of [6 R, 7 R] and [6 S, 7 S] Tricyclic β-Lactams

C Niu, T Pettersson, MJ Miller

文献索引:Niu, Chuansheng; Pettersson, Teresia; Miller, Marvin J. Journal of Organic Chemistry, 1996 , vol. 61, # 3 p. 1014 - 1022

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被引用次数: 47

摘要

The reaction of Ox-glycyl chloride with a chiral imine derived from the combination of d-(R)- glyceraldehyde acetonide and protected d-threonine afforded optically active, highly functionalized cis-substituted β-lactams 11 and 12. These β-lactams provide versatile intermediates for the syntheses of biologically important carbacephalosporins, isooxacephems, and other multicyclic β-lactams. Desilylation and oxidation of 12 with ...