Conjugate addition of hydroxylamino derivatives to alkylidene malonates in the presence of chiral Lewis acids |
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Affiliation: | 1. Departamento de Nefrología, Hospital Universitario La Paz, Madrid, Spain;2. Instituto de investigación La Paz (IdiPAZ), Madrid, Spain;3. Red de Investigación Renal (REDINREN), Instituto de Salud Carlos III, Madrid, Spain;4. Departamento de Nefrología, Universidad Autónoma de Madrid, Madrid, Spain;1. Nikolaev Institute of Inorganic Chemistry, Siberian Branch of the Russian Academy of Sciences, 3 Acad. Lavrentiev Prosp., 630090 Novosibirsk, Russia;2. Novosibirsk State University, 2 Ul. Pirogova, 630090 Novosibirsk, Russia;1. SST, Servicio sanitario della Toscana, Azienda USL 9 di Grosseto, Via Cimabue, 109, 58100, Grosseto, Italy;2. Tohoku University, Graduate School of Agricultural Science, Tsutsumidori-Amamiya 1-1, Aoba-ku, Sendai, 981-8555, Japan;3. Cátedra de Química General, Instituto de Química Inorgánica, Facultad de Bioquímica, Química y Farmacia, Universidad Nacional de Tucumán, Ayacucho 471, 4000, San Miguel de Tucumán, Tucumán, Argentina;1. Department of Physics, Faculty of Science, Batman University, Batman, Turkey;2. Department of Science, Faculty of Education, Dicle University, 21280, Diyarbakır, Turkey;3. Science and Technology Application and Research Center (DUBTAM), Dicle University, 21280, Diyarbakır, Turkey;4. Department of Physics, Faculty of Science, Dicle University, 21280, Diyarbakır, Turkey |
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Abstract: | The conjugate addition of O-benzylhydroxylamine and N,O-bis(trimethylsilyl)hydroxylamine to alkylidene and arylidene malonates in the presence of Lewis acids affords the corresponding β-hydroxylamino derivatives in good yields. The use of Cu(OTf)2 in the presence of chiral bisoxazoline ligands opens the possibility of performing this reaction in a catalytic and enantioselective way. |
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