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Dynamic Kinetic Resolution of Hetero biaryl Ketones by Zinc- Catalyzed Asymmetr ic Hydrosil ylation

 

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Acceso restringido Dynamic Kinetic Resolution of Hetero biaryl Ketones by Zinc- Catalyzed Asymmetr ic Hydrosil ylation
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Author: Hornillos, Valentín
Carmona, José A.
Ros Lao, Abel
Iglesias Sigüenza, Francisco Javier
López Serrano, Joaquín
Fernández Fernández, Rosario Fátima
Lassaletta, José M.
Department: Universidad de Sevilla. Departamento de Química orgánica
Universidad de Sevilla. Departamento de Química Inorgánica
Date: 2018
Published in: Angewandte Chemie International Edition, 57, 3777-3781.
Document type: Article
Abstract: Adiastereo- and highly enantioselective dynamic kinetic resolution (DKR) of configurationally labile hetero- biaryl ketones is described. The DKR proceeds by zinc- catalyze dhydrosilylation of the carbonyl group ,thus leading to secondary alcohols bearing axial and central chirality .The strategy relies on the labilization of the stereogenic axis that takes place thanks to aLewis acid–base interaction between anitrogen atom in the heterocycle and the ketone carbonyl group .The synthetic utility of the methodology is demonstrated through stereospecific transformations into either N,N-ligands or appealing axially chiral, bifunctional thiourea organocata- lysts.
Cite: Hornillos, V., Carmona, J.A., Ros Lao, A., Iglesias Sigüenza, F.J., López Serrano, J., Fernández Fernández, R.F. y Lassaletta, J.M. (2018). Dynamic Kinetic Resolution of Hetero biaryl Ketones by Zinc- Catalyzed Asymmetr ic Hydrosil ylation. Angewandte Chemie International Edition, 57, 3777-3781.
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URI: https://hdl.handle.net/11441/82317

DOI: 10.1002/anie.201713200

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