Complete control of the chemoselectivity in catalytic carbene transfer reactions from ethyl diazoacetate: an N-heterocyclic carbene-Cu system that suppresses diazo coupling |
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| Authors: | Fructos Manuel R Belderrain Tomás R Nicasio M Carmen Nolan Steven P Kaur Harneet Díaz-Requejo M Mar Pérez Pedro J |
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| Affiliation: | Departamento de Química y Ciencia de los Materiales, Universidad de Huelva, Campus de El Carmen 21007-Huelva, Spain. |
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| Abstract: | The complex IPrCuCl (1) catalyzes the transfer of the :CHCO2Et group from ethyl diazoacetate (EDA) to unsaturated and saturated substrates (olefins, amine, alcohols) with very high yields. In the absence of substrate, the complex 1 does not react with EDA to give the diazo coupling products (fumarate and maleate), a rare example in the field of metal-catalyzed diazocompounds decomposition. |
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