24423-93-6Relevant academic research and scientific papers
Stereochemistry of 1,3-dipolar cycloadditions of nitrones with (E)-1-alkyl-2-nitroethenes
Yakura,Nakazawa,Takino,Ikeda
, p. 2014 - 2018 (1992)
1,3-Dipolar cycloadditions of the C-aryl-N-alkylnitrones 2a-c and the C,N-dialkylnitrones 2e-g with the (E)-1-alkyl-2-nitroethenes 1a,b afforded predominantly or exclusively the cis-3-substituted 4-nitroisoxazolidines 3a-d and 3f-h. Exceptions are the rea
S -Tetrazine: Robust and Green Photoorganocatalyst for Aerobic Oxidation of N,N-Disubstituted Hydroxylamines to Nitrones
Lyu, Jiyuan,Le, Tuan,Claraz, Aurélie,Allain, Clémence,Audebert, Pierre,Masson, Géraldine
supporting information, p. 177 - 181 (2021/12/06)
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 of nitrones in high yields under mild conditions. In addition, an oxidative (3+3) cycloaddition between an oxyallyl cation precursor and a hydroxylamine was also developed.
Enantioselective nitrone cycloadditions of α,β-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl)pyridine-cerium(IV) triflate complexes
Evans, David A.,Song, Hyun-Ji,Fandrick, Keith R.
, p. 3351 - 3354 (2007/10/03)
Enantioselective nitrone cycloadditions with β-substituted α,β-unsaturated 2-acyl imidazoles catalyzed by bis(oxazolinyl) pyridine-cerium(IV) triflate complexes 1 have been reported. The isoxazolidine products were efficiently transformed into densely functionalized β′-hydroxy-β-amino acid derivatives.
Regiochemistry of mercury(II) oxide oxidation of unsymmetrical N,N-disubstituted hydroxylamines
Ali, Sk. Asrof,Hashmi, S. M. Azhar,Siddiqui, Mohammad N.,Wazeer, Mohammed I. M.
, p. 14917 - 14928 (2007/10/03)
Mercury(II) oxide oxidation of N,N-disubstituted hydroxylamines with the α and α' carbon atoms containing one and two hydrogen atoms, respectively, gave aldonitrones in a highly regioselective manner. Removal of the α proton is involved in the rate determining step as shown by primary kinetic isotope effect.
Selective Rhodium-Catalyzed Insertion of Carbon Monoxide into the Nitrogen-Oxygen Bond of Isoxazolidines. New Reduction, Migration, and Rearrangement Reactions Catalyzed by Iridium Complexes
Khumtaveeporn, Kanjai,Alper, Howard
, p. 8142 - 8147 (2007/10/02)
Reaction of isoxazolidines with carbon monoxide in benzene, catalyzed by the dimer of chloro(1,5-cyclooctadiene)rhosium, results in the formation of tetrahydro-1,3-oxazin-2-ones as the major or only product, often in fine yields.A novel conversion of 3-ar
The Stereoselectivity of Addition of N-Benzyl-C-alkylnitrones to Methyl Crotonate. X-Ray Crystal Structure of (3RS,4SR,5RS)-2-Benzyl-4-methoxycarbonyl-5-methyl-3-isoxazolidine
Fray, M. Jonathan,Jones, Richard H.,Thomas, Eric J.
, p. 2753 - 2762 (2007/10/02)
The addition of N-benzyl-C-alkyl- and N-benzyl-C-β-alkoxyalkyl-nitrones (1a-d) to methyl crotonate gave predominantly the 3,5-trans-substituted isoxazolidines (2a-d), selectivity ca. 3:1, whereas N-benzyl-C-α-alkoxyalkylnitrones (1e,f) gave more of the 3,5-cis-substituted isoxazolidines (3e,f) with selectivities of ca. 1:4. The chiral dimethyldioxolanyl nitrone (4) showed only modest diastereoface selectivity in its addition to methyl crotonate.However the more hindered tetramethyldioxolanyl nitrone (13) was more stereoselective, providing adduct (14) as the only significant product.The structure of this adduct was established by X-ray diffraction.
