
Journal of the Chemical Society. Perkin transactions I p. 3399 - 3406 (1988)
Update date:2022-07-30
Topics:
Johnson, Graham P.
Marples, Brian A.
The lack of regioselectivity of photorearrangement of the title spiro-oxaziridines in wich the N-substituent is syn to the aromatic ring suggests that the first formed N-O-bond-cleaved species has a significant lifetime allowing rotation (inversion) to complete with rearrangement.The energy barrier to ring inversion of the title tetrahydro-1-benzazepin-2-ones is significantly influenced by the steric interaction between the N-substituent and the peri hydrogen atom.
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