The resolution of chiral nitrones via derivatization of hydroxylamines was applied to MiPNO, a new, stable, easily prepared chiral cyclic nitrone. The application of MiPNO in totally regio- and diastereo-selective 1,3-dipolar cycloaddition reactions provides an expeditious enantioselective access to unusual gamma-hydroxy alpha-amino acids.

Abstract Efficient photocatalytic aerobic oxidative dehydrogenation reactions of N,N-disubstituted hydroxylamines to nitrones were developed with an in situ generated photocatalyst based on commercially available 3,6-dichlorotetrazine. This process affords a wide range high yields under mild conditions. In addition, (3+3) cycloaddition between oxyallyl cation precursor and hydroxylamine was als...

H NMR of two H2@C60 nitroxide derivatives has been characterized indirectly by reducing to their corresponding hydroxylamines. Nuclear spin relaxation of the endohedral H2 and external protons of the H2@C60 nitroxide and its corresponding hydroxylamine were measured and analyzed. The observed spectra are consistent with negligible scalar coupling between the unpaired electron and the endo-H2. A...

A general procedure for the nucleophilic addition of organozinc halides with nitrones in the presence of trimethylsilyl chloride has been developed. Trimethylsilyl chloride was found to be both an indispensable reaction promoter and a ready hydroxylamine protective agent in these reactions. The produced O-(trimethylsilyl)hydroxylamines can be easily reduced into corresponding amines just by a z...

Action and uptake of azides, nitrates, nitrites, hydroxylamines, and ammonium salts were measured on germination of Amaranthus albus, Lactuca sativa, Phleum pratense, Barbarea vulgaris, B. verna, and Setaria glauca seeds. Nitrate and nitrite reductase activities were measured in vivo for each of these kinds of seeds. Activities were measured in vitro for catalase, peroxidase, glycolate oxidase,...

A straightforward and efficient method for the synthesis of 1,2-diaryl-substituted enamines through the Cu-catalyzed electrophilic amination reaction of O-benzoyl hydroxylamines with vinylaluminum reagents generated in situ from the Ni-catalyzed hydroalumination of readily accessible internal aryl acetylenes is described. The amination is catalyzed by 1 mol% CuCl without any additive at ambient...

The Oxidation of Hydroxylamine on Gold Electrodes in Mildly Acidic Aqueous Electrolytes: Electrochemical and In Situ Differential Reflectance Studies Youjiang Chen, Denis R. Martins de Godoi,* and Daniel Scherson** Department of Chemistry, Case Western Reserve University, Cleveland, Ohio 44106, USA Departamento de Físico-Química, Instituto de Química, Unesp–Univ Estadual Paulista. Araraquara, 1...