Rhodium-Catalyzed Cyclopropanation of Fluorinated Ole ns: A Straightforward Route to Highly Functionalized Fluorocyclopropanes

Amandine Pons (1) , Hélène Beucher (1) , Pavel Ivashkin (1) , Gérald Lemonnier (1) , Thomas Poisson (1) , André B. Charette , Philippe Jubault (1) , Xavier Pannecoucke (1)

1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

An efficient access to highly functionalized monofluorocyclopropanes is described. The developed methodology allowed straightforward access to a large panel of polysubstituted fluorinated cyclopropanes in good to excellent yields and good diastereoselectivities. The Rh-catalyzed cyclopropanation proved to be efficient on several fluorinated olefins and several diazo compounds. This method represents the first general route to complex fluorinated cyclopropanes.

Domaines: Chimie organique; Chimie analytique; Catalyse; Chemo-informatique; Chimie thérapeutique; Chimie théorique et/ou physique

Amandine Pons, Hélène Beucher, Pavel Ivashkin, Gérald Lemonnier, Thomas Poisson, et al.. Rhodium-Catalyzed Cyclopropanation of Fluorinated Ole ns: A Straightforward Route to Highly Functionalized Fluorocyclopropanes. Organic Letters, 2015, 17 (7), pp.1790-1793. ⟨10.1021/acs.orglett.5b00576⟩. ⟨hal-01149632⟩