Multicomponent synthesis of chiral bidentate unsymmetrical unsaturated N-heterocyclic carbenes: copper-catalyzed asymmetric C-C bond formation.

Jahier-Diallo, Claire; Morin, Marie S T; Queval, Pierre; Rouen, Mathieu; Artur, Isabelle; Querard, Pierre; Toupet, Loic; Crévisy, Christophe; Baslé, Olivier; Mauduit, Marc

Jahier-Diallo, Claire; Morin, Marie S T; Queval, Pierre; Rouen, Mathieu; Artur, Isabelle; Querard, Pierre; Toupet, Loic; Crévisy, Christophe; Baslé, Olivier; Mauduit, Marc.

Afiliación

Jahier-Diallo C; Ecole Nationale Supérieure de Chimie de Rennes, UMR CNRS 6226, 11 Allée de Beaulieu, CS 50837, 35708, Rennes Cedex 7 (France).

Chemistry ; 21(3): 993-7, 2015 Jan 12.

Article en En | MEDLINE | ID: mdl-25421857

RESUMEN

A multicomponent strategy was applied to the synthesis of chiral bidentate unsaturated hydroxyalkyl- and carboxyalkyl-N-heterocyclic carbene (NHC) precursors. The newly developed low-cost chiral ligands derived from amino alcohols and amino acids were evaluated in copper-catalyzed asymmetric conjugated addition and asymmetric allylic alkylation, which afforded the desired tertiary and quaternary carbon stereocenters with excellent regio- and enantioselectivities (up to 99:1 e.r.).

Palabras clave

asymmetric catalysis; bifunctional ligands; chiral NHCs; multicomponent synthesis; quaternary carbon atoms

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2015 Tipo del documento: Article Pais de publicación: Alemania

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