Chemoselective oxidation of alcohols in the presence of amines using an oxoammonium salt. (26th January 2023)

• Record Type: Journal Article
• Authors: Lewis, Stephonda G.; Dadum, Abra G.; McLean, David; Buenavista, Jhennalin; Myers, Jaileen; Lambert, Kyle M.; Fair, Justin D.
• Is Part Of: Tetrahedron. Volume 131(2023)
• Publication Date: 2023-01-26
• Subjects: Amines -- Alcohols -- Imines -- Oxidation -- Oxoammonium salts -- Protecting groups -- Bobbitt's salt; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2022.133226
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: The oxidation of alcohols in the presence of reactive amines employing the commercially available oxoammonium cation, "Bobbitt's salt" is described. The oxidation is accomplished under acidic conditions and subsequent treatment with a suitable base affords a convenient one-pot method to access imines in good to excellent isolated yields (74–99%). Graphical abstract: Image 1