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Quinoxaline-specific enantioselective sulfa-michael reaction catalyzed by chiral phosphoric acid

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摘要 Highly enantioselective sulfa-Michael additions(SMA)between 2-alkenyl quinoxalines and aromatic thiols are accomplished using a low loading of chiral phosphoric acid catalyst(1 mol%).It was confirmed by an investigation of a lot of azaarenes that the two C-N units of quinoxalines are indispensable for controlling the reaction enantioselectivities.A series of non-terminal 2-alkenes substituted with aryls or alkyls,even other electro-withdrawing groups such as ketones,esters,or amides,selectively reacted and afforded the desired SMA products(48 examples)in good regioselectivities with high yields(up to 99%)and good ee values(up to 97%).
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2023年第12期172-176,共5页 中国化学快报(英文版)
基金 supported by the West Light Foundation of the Chinese Academy of Sciences(No.25E0C304) the Sichuan Science and Technology Program(No.2021ZYD0061).
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