Tetrahedron letters

Photochemical synthesis of a 4, 5-dihydrofuroazetidinone, a novel β-lactam system

D Donati, S Fusi, F Ponticelli

Index: Donati, Donato; Fusi, Stefania; Ponticelli, Fabio Tetrahedron Letters, 2003 , vol. 44, # 52 p. 9247 - 9250

Full Text: HTML

Citation Number: 8

Abstract

2, 4-Dimethyl-3-phenylisoxazole anhydrobases were easily prepared from the corresponding 5-chloroisoxazolium trifluoromethanesulfonate and carbon anions of 1, 3- dioxo compounds in the presence of triethylamine. Photorearrangement of 2-(2, 4-dimethyl- 3-phenyl-2H-isoxazol-5-ylidene) malonic acid diethyl ester gave a 4, 5- dihydrofuroazetidinone in good yield.