771476-47-2Relevant articles and documents
Organocatalyst Efficiency in the α-Aminoxylation and α-Hydrazination of Carbonyl Derivatives in Aqueous Media or in a Ball-Mill
Veverková, Eva,Modrocká, Viktória,?ebesta, Radovan
, p. 1191 - 1195 (2017/03/11)
Pyrrolidine-derived organocatalysts have been tested in two types of α-heterofunctionalization reactions in aqueous media or under solvent-free ball-milling conditions. The best results in terms of both activity and enantioselectivity were obtained with O
Prolinate Salts as Catalysts for α-Aminoxylation of Aldehyde and Associated Mechanistic Insights
Hayashi, Yujiro,Umekubo, Nariyoshi,Hirama, Taku
supporting information, p. 4155 - 4158 (2017/08/23)
Potassium and tetrabutylammonium prolinate salts are efficient catalysts in the α-aminoxylation reaction of aldehydes and nitrosobenzene, to afford synthetically useful chiral α-aminoxylated aldehydes in nearly enantiomerically pure form. This is the first reaction in which prolinate is more reactive and enantioselective than proline. Because of its higher reactivity, the catalyst loading can be reduced. A reaction mechanism involving the activation of nitrosobenzene through N-protonation of a hydrogen-bonded water molecule is proposed.
Enantioselectivity switch in direct asymmetric aminoxylation catalyzed by binaphthyl-based chiral secondary amines
Kano, Taichi,Yamamoto, Akihiro,Shirozu, Fumitaka,Maruoka, Keiji
experimental part, p. 1557 - 1563 (2009/12/27)
Binaphthyl-based amino acids (S)-1 and an aminosulfonamide (S)-2 were applied for direct asymmetric aminoxylation with nitrosobenzene. In the presence of either (S)-1 or (S)-2, the aminoxylation of aldehydes proceeded smoothly, and subsequent reduction wi
