Complete Control of the Chemoselectivity in Catalytic Carbene Transfer Reactions from Ethyl Diazoacetate: An N-Heterocyclic Carbene−Cu System That Suppresses Diazo Coupling
Journal of the American Chemical Society2004Vol. 126(35), pp. 10846–10847
Citations Over TimeTop 10% of 2004 papers
Manuel R. Fructos, Tomás R. Belderraín, M. Carmen Nicasio, Steven P. Nolan, Harneet Kaur, M. Mar Díaz‐Requejo, Pedro J. Pérez
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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