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Selective Oxytrifluoromethylation of Allylamines with CO2.

Jian-Heng YeLei SongWen-Jun ZhouTao JuZhu-Bao YinSi-Shun YanZhen ZhangJing LiDa-Gang Yu
Published in: Angewandte Chemie (International ed. in English) (2016)
Reported is the first oxy-trifluoromethylation of allylamines with carbon dioxide (CO2 ) using copper catalysis, thus leading to important CF3 -containing 2-oxazolidones. It is also the first time CO2 , a nontoxic and easily available greenhouse gas, has been used to tune the difunctionalization of alkenes from amino- to oxy-trifluoromethylation. Of particular note, this multicomponent reaction is highly chemo-, regio-, and diastereoselective under redox-neutral and mild reaction conditions. Moreover, these reactions feature good functional-group tolerance, broad substrate scope, easy scalability and facile product diversification. The important products could also be formed with either spirocycles or two adjacent tetrasubstituted carbon centers.
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