Description

Carbohydrates are present in various biologically active natural products
because of their wide structural complexity. They are also involved in a great number of crucial
biological processes. Among glycomimetics, C-aryl glycosides have been largely studied due
to antitumor and antidiabetic activities.
Recent developments in the synthesis of C-aryl glycosides have showed that in addition
to the nucleophilic attack reaction of the aryl moieties to provide the aryl-C-glycoside, crosscoupling
reactions catalyzed by transition metals are of more and more developed.
PhD program: We now plan to develop an original method for the synthesis of C-aryl
glycosides starting from glycals. In this context, we need to study the feasibility of the reaction
and investigate the stereoselectivity, scope and limitations of this methodology.
The PhD student will optimize the reaction conditions on a model system, study the
stereochemistry and scope of the reaction. Depending on the observed results, the total synthesis
of a natural product and/or biologically active compound will be envisioned.

Compétences requises

The PhD candidate should have a strong background in organic chemistry (M2 degree) and should be highly motivated.

Bibliographie

K. Kitamura, Y. Ando, T. Matsumoto, K. Suzuki, Chem. Rev. 2018, 118, 1495−1598

Mots clés

methodologie de synthèse, glycochimie, glycomimetiques