Selective asymmetric hydrogenation of dehydroamino acid...

C - Chemistry – Metallurgy – 07 – H

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C07H 23/00 (2006.01) B01J 31/24 (2006.01) C07C 227/32 (2006.01) C07C 229/08 (2006.01) C07C 229/36 (2006.01) C07C 231/18 (2006.01) C07C 233/47 (2006.01) C07C 269/06 (2006.01) C07C 271/22 (2006.01) C07D 333/24 (2006.01) C07H 11/04 (2006.01) C07H 15/04 (2006.01) C07H 15/18 (2006.01)

Patent

CA 2178720

A process and catalyst composition are provided for the highly efficient enantioselective hydrogenation of dehydroamino acid derivatives. The catalyst composition comprises rhodium or iridium and a diphosphinite carbohydrate ligand, wherein the phosphorous atoms are attached to aromatic groups substituted with electron-donating substituents. Also provided is a means to selectively produce .alpha. amino acids in either the L or the D form, based upon use of a sugar in the ligand with phosphinites attached in an absolute Right-Left or Left-Right configuration, respectively.

L'invention concerne un procédé et une composition catalytique servant à effectuer l'hydrogénation énantiosélective extrêmement efficace de dérivés d'acide déshydroaminé. La composition catalytique comprend rhodium ou iridium et un ligand à base de glucides de diphosphinite, où les atomes phosphoreux sont fixés à des groupes aromatiques substitués par des substituants donneurs d'électrons. L'invention concerne également un moyen de production sélective d'acides .alpha. aminés sous la forme L ou D, sur la base de l'utilisation d'un sucre dans le ligand, les phosphinites étant fixés selon une configuration respective droite-gauche ou gauche-droite.

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