Skeletal rearrangement of nitrogen, oxygen-heterocycles. The isoxazolinone to aziridine transformation induced by lithium aluminum hydride

G Chidichimo, G Cum, F Lelj, G Sindona…

Index: Chidichimo, G.; Cum, G.; Lelj, F.; Sindona, G.; Uccella, N. Journal of the American Chemical Society, 1980 , vol. 102, # 4 p. 1372 - 1377

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Citation Number: 12

Abstract

Abstract: Triphenylisoxazolinone reacts with lithium aluminum hydride to yield either triphenylaziridinic derivatives or openring products or both depending on. reaction conditions. The structures of the products were ascertained by spectroscopic methods and their stereochemistry was assigned on the basis of lanthanide shift experiments. The main features of the reaction mechanism are also discussed in ternis of quantum-mechanical ...