The Journal of organic chemistry

Metal-Free, Mild, Nonepimerizing, Chemo-and Enantio-or Diastereoselective N-Alkylation of Amines by Alcohols via Oxidation/Imine–Iminium Formation/Reductive …

IA Khan, AK Saxena

Index: Khan, Imran A.; Saxena, Anil K. Journal of Organic Chemistry, 2013 , vol. 78, # 23 p. 11656 - 11669

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Citation Number: 11

Abstract

A mild step and atom-economical nonepimerizing chemo-and enantioselective N-alkylating procedure has been developed via oxidation/imine–iminium formation/reduction cascade using TEMPO–BAIB–HEH–Brønsted acid catalysis in DMPU as solvent and a stoichiometric amount of amine. The optimized conditions were further extended for the nonenzymatic kinetic resolution of the chiral amine thus formed under nonenzymatic in situ hydrogen- ...