Artigo Revisado por pares

Mechanistic studies on the diastereoselective halohydroxylation of γ-δ unsaturated carboxamides

1996; Elsevier BV; Volume: 37; Issue: 38 Linguagem: Inglês

10.1016/0040-4039(96)01529-8

ISSN

1873-3581

Autores

Kai Rossen, Robert A. Reamer, R. P. Volante, Paul J. Reider,

Tópico(s)

Oxidative Organic Chemistry Reactions

Resumo

Evidence is presented that the diastereoselective iodohydroxylation of the the γ-δ unsaturated amide 2 proceeds without involvement of iminium ion 12 directly to the tetrahedral intermediate 17 and its subsequent endocyclic cleavage to 3.

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