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Efficient catalytic aza-Michael additions of carbamates to enones: revisited dual activation of hard nucleophiles and soft electrophiles by InCl3/TMSCl catalyst system
Authors:Lei Yang  Chun-Gu Xia
Institution:a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, and Graduate School of the Chinese Academy of Sciences, Lanzhou 730000, PR China
b Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Teachers College, Hangzhou 310012, PR China
Abstract:The aza-Michael reaction of a variety of chalcones with weaker nucleophilic carbamates catalyzed by InCl3 in the presence of TMSCl via the entry of dual activation of both hard nucleophiles (carbamates) and soft electrophiles (enones) to provide the corresponding adducts in good yields. The first example of enantioselective aza-Michael reaction of chalcones with carbamates was also investigated in the presence of the present catalyst system.
Keywords:Aza-Michael reaction  Dual activation  Carbamate  Enone  Homogeneous catalysis
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