Radical trifluoromethylation-triggered unactivated alkene and remote C-H bond functionalization

• 作 者: Peng Yu Jin-Shun Lin Lei Li 谭斌 刘心元
• 机 构: 南方科技大学深圳518055
• 出 处: 中国化学会全国第十一届有机合成化学学术研讨会
• 发表日期: 2014年10期
• 关键词: Trifluoromethylation C-H functionalization Cooperative catalysis Enantioselectiv

Enantiopure trifluoromethyl(CF3)-containing molecules have been widely applied in syntheses of a large number of drugs.1 Nonetheless, the development of versatile, catalytic and enantioselective methodologies through the concurrent activation of simple alkene and C-H bond for the synthesis of enantiopure CF3-containing compounds remains a significant challenge.To address this demand and as part of our continued interest in the area of trifluoromethylation2 and asymmetric catalysis,3 we herein report a Cu-catalysed unactivated alkene/remote C-H bond difunctionalization reaction for the concomitant construction of C-CF3 and C-O bonds towards N,O-aminals with high selectivity.Furthermore, an asymmetric version of this reaction was also realized by using a Cu/Br(o)nsted acid cooperative catalytic system, providing facile access to valuable chiral CF3-containing N,O-aminats with excellent enantioselectivity.