Complete control of the chemoselectivity in catalytic carbene transfer reactions from ethyl diazoacetate: an N-heterocyclic carbene-Cu system that suppresses diazo coupling.
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.
Fructos
Manuel R
MR
Departamento de Química y Ciencia de los Materiales, Universidad de Huelva, Campus de El Carmen 21007-Huelva, Spain.
Belderrain
Tomás R
TR
Nicasio
M Carmen
MC
Nolan
Steven P
SP
Kaur
Harneet
H
Díaz-Requejo
M Mar
MM
Pérez
Pedro J
PJ