Ortho substituted chiral phosphines and phosphinites and...

C - Chemistry – Metallurgy – 07 – F

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C07F 9/06 (2006.01) C07B 53/00 (2006.01) C07C 45/50 (2006.01) C07C 45/72 (2006.01) C07C 67/303 (2006.01) C07C 67/343 (2006.01) C07C 231/18 (2006.01) C07F 9/141 (2006.01) C07F 9/46 (2006.01) C07F 9/48 (2006.01) C07F 9/50 (2006.01) C07F 9/535 (2006.01) C07F 9/645 (2006.01) C07F 9/655 (2006.01) C07F 9/6571 (2006.01) C07F 9/6574 (2006.01) C07F 9/6584 (2006.01) C07C 233/05 (2006.01) C07C 233/06 (2006.01) C07C 233/47 (2006.01)

Patent

CA 2427579

3,3'-Substituted chiral biaryl phosphine and phosphinite ligands and metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. Provided, for example, are ligands of the formula: (see above formula) The metal complexes are useful as catalysts in asymmetric reactions, such as, hydrogenation, hydride transfer, allylic alkylation, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, olefin metathesis, hydrocarboxylation, isomerization, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition. epoxidation, kinetic resolution and [m+n] cycloaddition. The metal complexes are particularly effective in Ru-catalyzed asymmetric hydrogenation of beta-ketoesters to beta- hydroxyesters and Ru-catalyzed asymmetric hydrogenation of enamides to beta amino acids.

L'invention concerne des ligands biaryle de phosphine et de phosphinite chiraux 3-3' substitués et des complexes métalliques dérivés de ces ligands chiraux, utiles dans des réactions catalytiques asymétriques. Ces complexes métalliques sont utiles comme catalyseurs dans des réactions asymétriques, telles que l'hydrogénation, le transfert d'hydrures, l'alkylation allylique, l'hydrosilylation, l'hydroboration, l'hydrovinylation, l'hydroformylation, la métathèse des oléfines, l'hydrocarboxylation, l'isomérisation, la cyclopropanation, la réaction de Diels-Alder, la réaction de Heck, l'isomérisation, la réaction d'Aldol, l'addition de Michaël, l'époxidation, la résolution cinétique et la cycloaddition [m+n]. Ces complexes métalliques sont particulièrement efficaces dans des procédés d'hydrogénation asymétrique à catalyseur Ru de béta-cétoesters en béta-hydroxyesters et d'hydrogénation asymétrique à catalyseur Ru d'énamides en béta-aminoacides.

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