Chloée Bournaud

Diversity‐Oriented Synthesis towards Conceptually New Highly Modular Aminal–Pyrrolidine Organocatalysts

A conceptually new family of modular aminal-pyrrolidine organocatalysts was prepared by diversity-oriented synthesis. The catalytic properties of these organocatalysts could easily be tuned by varying the different substituents on the aminal part. Good yields and enantioselectivities up to 91 % were obtained in Michael additions to nitroolefins or vinyl sulfones.

Copper‐Catalysed Ring Opening of Polycyclic meso‐Hydrazines with Trialkylaluminium Reagents and SimplePhos Ligands

meso-Hydrazines could be desymmetrised by ring-opening reactions by using various metal catalysts to form substituted cyclopentenes, which have a high synthetic potential. Herein, we report the asymmetric copper-catalysed ring opening of a range of polycyclic hydrazines with trialkylaluminium reagents and SimplePhos ligands with both high isolated yields and enantioselectivities of up to 95 %.

First isolation of enantiopure perfluoroalkylated sulfilimines and sulfoximines.

Mono-, di- and trifluoromethyl sulfilimines and sulfoximines have been isolated for the first time in enantiopure form by separation of the racemate by supercritical fluid chromatography. The electrophilic trifluoromethylating Shibata reagent has been prepared as a single enantiomer.