Ruthenium-catalyzed regioselective allylic amination of 2,3,3-trifluoroallylic carbonates

Abstract

We demonstrated the ruthenium-catalyzed allylic amination of 2,3,3-trifluoroallylic carbonates with several types of amines. The reactions proceeded with several types of amines, and succeeded in obtaining polyfluorinated terminal alkenes possessing branched allylic amines as a single regioisomer.

Rhodium-catalyzed asymmetric hydroamination of gem-difluoroallenes with anilines

“…It has been reported by Breit et al that allenes can provide completely atom-efficient path to allylmetal intermediates for asymmetric hydrofunctionalization reactions [42][43][44][45][46][47][48][49][50][51][52]. Notably, some recent research has paid attention to the formation of fluorinated allylmetal species from fluorinated molecules [53][54][55][56][57]. In this context, Hartwig and co-workers first described an iridium-catalyzed enantioselective allylic substitution of 3,3-difluoropropenes with carbon nucleophiles via monofluoro π-allyl species using F atom as a leaving group (Figure 1c) [58].…”