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Séminaire Chimie ED459

Design of chiral sulfur-olefins as new promising ligands for asymmetric catalysis

Prof. Ming Hua Xu (Shanghai Institute of Materia Medica – Chinese Academy of Sciences)

publié le

Le Jeudi 25 Avril 2013 à 13h45
UM2, salle de cours SC-16.01

Recently, the demands of efficient chiral ligands for asymmetric catalysis are rapidly increasing in the field of synthetic organic chemistry and pharmaceutical chemistry. Despite impressive progress in chiral bisolefin ligand design, the development of related chiral olefin-heteroatom hybrid ligands is much less studied ; only a few examples of phosphorus- or nitrogen-containing olefins were reported. On the other hand, it is notable that chiral sulphur ligands usually present advantages of easy synthesis, high stability, good coordination ability and special S-stereogenic control. In this context, we have recently designed a new family of chiral ligands.sulfur-olefins. It is reasoned that a structurally proper olefin containing heteroatomic sulphur could possibly act as a previously unexplored sulphur-olefin hybrid class ligand, which should offer new opportunities for asymmetric applications. Herein, we present our discovery of a series of structurally simple sulfonamide/sulfoxide-olefin ligands and their successful application in various rhodium-catalyzed asymmetric reactions.

Figure 1. Chiral chelating olefin ligand design

Contact local ICGM : Prof. Jean-Marc Campagne (équipe AM2N)

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