geminated (sp3)–Organodimetallics

With the aim of developing tools for the efficient and selective assembly of complex molecular structures with a minimum of chemical steps, we are interested in geminated C(sp3) organodimetallics and their ability to react sequentially as dinucleophiles in successive electrophilic substitution reactions. Specifically, achieving such sequences enantioselectively remains a major challenge, with only a few successes achieved by exploiting 1,1-diboron compounds. Our approach to solve this problem focuses on the use of 1,1-dizinc reagents, that we study in collaboration with Prof. Erwan Le Gall and Dr. Marc Presset (ICMPE – Thiais) (ANR BILIOMAR). The preparation of 1-silyl- or 1-boryl-1,1-dizinc reagents to be used as tri-nucleophiles is also one of our interests.

Stereoselective Double Functionalization of Geminated C(sp3)-Organodimetallic Linchpins. Banchini, F.; Leroux, B.; Le Gall, E.; Presset, M.; Jackowski, O.; Chemla, F. Perez-Luna, A., ChemCatChem, 2024, 16, e202301495; https://doi.org/10.1002/cctc.202301495

Enantioselective Sequential Catalytic Arylation-Fukuyama Cross-coupling of 1,1-Biszincioalkane Linchpins. Banchini, F.; Leroux, B.; Le Gall, E.; Presset, M.; Jackowski, O.; Chemla, F.; Perez-Luna, A. Chem. Eur. J. 2023, e202301084 ; http://dx.doi.org/10.1002/chem.202301084.

Domino Methylenation/Hydrogenation of Aldehydes and Ketones by Combining Matsubara’s Reagent and Wilkinson’s Catalyst. Maazaoui, R.; Pin-Nó, M.; Gervais, K.; Abderrahim, R.; Ferreira, F.; Perez-Luna, A.; Chemla, F.; Jackowski, O. Eur. J. Org. Chem. 2016, 5732–5737 ; http://dx.doi.org/10.1002/ejoc.201601137.