Development of new DNA-based asymmetric desymmetrisation processes

The Arseniyadis group is principally interested in developing new synthetic tools to attain high structural and functional complexity. These methods lie within the areas of organocatalysis, transition metal catalysis and natural product synthesis. Over the years, the group was thus able to develop several new reactions, which were used as key steps in the total synthesis of various natural products including (-)-pironetin, cystothiazole A and F, melithiazoles A, C, G and H, myxothiazole Z, (-)-bitungolide F, acremolide B, (-)-nephrosteranic acid, (-)-roccellaric acid, lyngbouilloside aglycon and leustroducsin B. More recently, the group also got involved in the development of new DNA-based bio-hybrid catalysts. In this context, we recently reported the first example of a left-helical enantioselective induction using L-nucleic acids that allowed a reliable and predictable access to both enantiomers for a given reaction (see Angew. Chem. Int. Ed. 2013, 52, 11546-11549). We also reported a fully recyclable cellulose-supported DNA-based catalyst that offers high levels of enantioselectivity on various Cu(II)-catalyzed asymmetric reactions including Friedel-Crafts alkylations and Michael additions. Most importantly, this supported biohybrid catalyst could be implemented to a single-pass, continuous-flow process allowing to perform reactions on more synthetically useful scales (see Chem. Commun. 2015, 51, 6076-6079).

In the present project, we wish to expend the scope of DNA-based asymmetric catalysis by developing new synthetic transformations with a special emphasis given to desymmetrisation processes. We also envision to apply these methods to the synthesis of biologicaly relevant natural products and analogues thereof.

Candidates are expected to have a strong background and interest in synthetic organic chemistry. Prior experience in catalysis and multi-step synthesis is desirable but not required as the expertise of the group will provide an ideal training environment.

Please contact Dr Stellios Arseniyadis for more information. Also don’t hesitate to visit Dr Stellios Arseniyadis’ current group website at https://blog.espci.fr/arseniyadis/ for an overview of his research.

To apply, use the link provided for an online application and send a complete CV and a cover letter outlining your qualifications and previous research experience.