Title :

Homogeneous palladium-catalyzed enantioselective hydrogenation of 5-methylenhydantoin for the synthesis of l-valine

Author(s) :

Hayouni, Safa [Auteur]
Michon, Christophe [Auteur]
Unité de Catalyse et de Chimie du Solide (UCCS) - UMR 8181
Morvan, Didier [Auteur]
Belliere-Baca, Virginie [Auteur]
Agbossou-Niedercorn, Francine [Auteur]
Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181

Journal title :

Journal of Organometallic Chemistry

Abbreviated title :

J. Organomet. Chem.

Volume number :

929

Publication date :

2020-12-14

ISSN :

0022-328X

Keyword(s) :

Palladium
Phosphine
Homogeneous catalysis
Hydantoin
L-Valine
Asymmetric hydrogenation

HAL domain(s) :

Chimie/Chimie de coordination

English abstract : [en]

In this article, we present the development of a synthetic methodology based on homogeneous catalysis for the preparation of enantioenriched L-Valine aminoacid. The enantioselective hydrogenation of 5-methylenhydantoin has ...
Show more >In this article, we present the development of a synthetic methodology based on homogeneous catalysis for the preparation of enantioenriched L-Valine aminoacid. The enantioselective hydrogenation of 5-methylenhydantoin has been developed through broad screenings of chiral ligands, metal precursors and reaction conditions including scale-up experiments and recyclability studies. A palladium catalyzed asymmetric hydrogenation of 5-methylenhydantoin afforded the corresponding hydrogenated product in a 70 % enantiomeric excess using a substrate/catalyst ratio of 500/1. A partial racemization was observed upon hydrolysis and recovery of L-Valine.Show less >

Language :

Anglais

Audience :

Internationale

Popular science :

Non

Administrative institution(s) :

CNRS
Centrale Lille
ENSCL
Univ. Artois
Université de Lille

Collections :

• Unité de Catalyse et Chimie du Solide (UCCS) - UMR 8181

Research team(s) :

Méthodologie organométallique pour la catalyse homogène (MOCAH)

Submission date :

2022-03-02T07:15:10Z
2024-01-15T16:13:48Z