Enatioselective Chalcogeno-Baylis-Hillman Reaction of Arylaldehydes with MVK and Acrylates Catalyzed by Chiral Thiepin-TiCl_(4) Complex  

作　　者：Yan Yin Guofeng Sun Heng Zhang Hong Zhou Fanhong Wu 

机构地区：[1]School of Chemical and Environmental Engineering,Shanghai Institute of Technology,Shanghai 201418,China [2]Key Laboratory of Synthetic Chemistry of Natural Substances,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China

出　　处：《Chinese Journal of Chemistry》2014年第4期365-369,共5页中国化学（英文版）

基　　金：The work was partially supported by the Science and Technology Commission of Shanghai Municipality(No.12ZR1431100).Support from Prof.Gang Zhao was also greatly appreciated.

摘　　要：In a rational chiral molecular design of chalcogenides,optically active thiepin with C_(2)-symmetric chirality was synthesized from commercially available thiophene.Then enatioselective Chalcogeno-Baylis-Hillman reactions of arylaldehydes with methyl vinyl ketone(MVK)and acrylates were investigated in the presence of thiepin-Lewis acid complex.Finally,up to 64%ee was achieved in the presence of 0.2 equiv.of(S)-thiepin at 20℃.

关 键 词：3 3'-bithienyls chiral thiepin Chalcogeno-Baylis-Hillman reaction CHALCOGENIDES TiCl_(4) 

分 类 号：O62[理学—有机化学]