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Updated: May 14, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Iron(II)-catalyzed intramolecular aminohydroxylation of olefins with functionalized hydroxylamines
Guan-Sai Liu1, Yong-Qiang Zhang, Yong-An Yuan
1Department of Chemistry, Georgia State University, 100 Piedmont Avenue SE, Atlanta, Georgia 30303, United States.
Abstract:
A diastereoselective aminohydroxylation of olefins with a functionalized hydroxylamine is catalyzed by new iron(II) complexes. This efficient intramolecular process readily affords synthetically useful amino alcohols with excellent selectivity (dr up to > 20:1). Asymmetric catalysis with chiral iron(II) complexes and preliminary mechanistic studies reveal an iron nitrenoid is a possible intermediate that can undergo either aminohydroxylation or aziridination, and the selectivity can be controlled by careful selection of counteranion/ligand combinations.
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