A Dual-Catalytic Strategy To Direct Asymmetric Radical Aminotrifluoromethylation of Alkenes
Journal of the American Chemical Society2016Vol. 138(30), pp. 9357–9360
Citations Over TimeTop 1% of 2016 papers
Abstract
A novel asymmetric radical aminotrifluoromethylation of alkenes has been developed for the first time, providing straightforward access to densely functionalized CF3-containing azaheterocycles bearing an α-tertiary stereocenter with excellent enantioselectivity. The key to success is not only the introduction of a Cu(I)/chiral phosphoric acid dual-catalytic system but also the use of urea with two acidic N-H as both the nucleophile and directing group. The utility of this method is illustrated by facile transformations of the products into other important compounds useful in organic synthesis and medicinal chemistry.
Related Papers
- → Recent Advances in the Transition‐Metal‐Catalyzed Enantioselective Synthesis of Silicon‐Stereogenic Organosilanes(2015)126 cited
- → Enantioselective Formation of Cyano‐Bearing All‐Carbon Quaternary Stereocenters: Desymmetrization by Copper‐Catalyzed N‐Arylation(2014)13 cited
- → Organocatalytic Enantioselective Synthesis of P‐Stereogenic Chiral Oxazaphospholidines(2016)26 cited
- → Catalytic Asymmetric Synthesis of Silicon-Stereogenic Compounds by Enantioselective Desymmetrization of Prochiral Tetraorganosilanes(2018)19 cited
- → Enantioselective Synthesis of Benzodihydrofurans Bearing Axial and Central Stereogenic Elements(2024)4 cited