Theoretical and experimental studies of the 3-aza-Claisen rearrangement

JC Gilbert, KR Cousins

Index: Gilbert, John C.; Cousins, Kimberley R. Tetrahedron, 1994 , vol. 50, # 36 p. 10671 - 10684

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Citation Number: 10

Abstract

Semiempirical calculations support a spin-paired chair-like TS for the 3-aza-Claisen rearrangement, and yield the prediction that an anionic substituent on the nitrogen atom reduces the activation energies for the rearrangement. Attempts to demonstrate this experimentally have been unsuccessful.