Abstract
Catalytic enantioselective alkenylation is an efficient method to construct chiral alkene molecules,but the asymmetric alkenylation of simple alkenes catalyzed by metal-free catalysts remains an elusive chal-lenge.Herein,we reported an asymmetric alkenylation of benzoxazinones with diarylethylenes by uti-lizing a B(C6F5)3/chiral phosphoric acid catalyst.A broad of benzoxazinones and diarylethylenes with electron-withdrawing and electron-donating groups were tolerated(up to 95%yield and 97.5∶2.5 e.r.)in the methodology under mild reaction conditions.Moreover,the synthetic utility was confirmed by the scaled-up reaction and transformations of the products.The mechanism was preliminarily explored by control reactions,nonlinear effect experiment and DFT calculations.
基金项目
国家自然科学基金(22193011)
国家自然科学基金(21971120)
国家自然科学基金(21933008)
National Science and Technology Fundamental Resource Investigation Program of China(2018FY201200)