Journal of the American Chemical Society

Carboxy. beta.-lactams by photochemical ring contraction

G Stork, RP Szajewski

Index: Stork; Szajewski Journal of the American Chemical Society, 1974 , vol. 96, # 18 p. 5787 - 5791

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Citation Number: 36

Abstract

Abstract: The potential and limitations of the photochemical ring contraction of 3-diazo-2, 4- pyrrolidinediones as a route to carboxy p-lactams (2-azetidinone-3-carboxylic acids) are explored. Although the method seems to be a fairly general route from a-amino acids to p- lactams, the difficulty of achieving steric control makes the process not especially promising as a route to natural penicillins and cephalosporins. onsiderable ingenuity has been ...