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

K. Rossen, R. A. Reamer, R. P. Volante, P. J. Reider

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

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

Original languageEnglish (US)
Pages (from-to)6843-6846
Number of pages4
JournalTetrahedron Letters
Volume37
Issue number38
DOIs
StatePublished - Sep 16 1996
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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