
Tetrahedron p. 6753 - 6770 (1990)
Update date:2022-09-26
Topics:
De Kimpe, Norbert
Stevens, Christian
The silver ion induced reactions of α-haloimines are markedly different from similar reactions with the corresponding α-haloketones. The various reactions of α-haloimines, including α-alkoxylation 1,2-dehydrohalogenation, rearrangement via α-alkoxyaziridines, Favorskii-rearrangement and Wagner Meerwein rearrangement, are compared and evaluated with silver-induced reactions of α-haloketones The silver ion assisted reactions of α-haloimines are best interpreted in terms of the intermediacy c α-imidoylcarbenium ions or pseudo-α-imidoylcarbenium ions.
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