cicCartuja Centro de Investigaciones Científicas de la cartuja

Organocatalytic Asymmetric Cyanosilylation of Nitroalkenes

IIQ

Pablo Bernal, Rosario Fernández, José M. Lassaletta Chem. Eur. J. 2010, Vol. 16, 7714-7718

A new catalyst type for a new reaction. The unprecedented cyanosilylation of nitroalkenes can be efficiently catalyzed by a bifunctional quinine derivative bearing tetra-alkylammonium cyanide and thiourea moieties. The activation of the nitroalkene by H-bonding to the thiourea together with the presence of an "active" cyanide provide a new mode of activation leading to products in high yields and good selectivities.

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