Enantioselective one-pot synthesis of β-sulfonyl ketones and trisubstituted tetrahydrothiophenes via β-elimination/cycloaddition sequence  

作　　者：Lu Xue Yidong Liu Wenling Qin Hailong Yan 

机构地区：[1]Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University

出　　处：《Chinese Chemical Letters》2018年第8期1215-1218,共4页中国化学快报（英文版）

基　　金：supported by the Fundamental Research Funds for the Central Universities in China(No. CQDXWL-2014-2003);the Scientific Research Foundation of China(No. 21402016);Graduate Scientific Research and Innovation Foundation of Chongqing, China (Nos. CYS17044, CYB16032)

摘　　要：A mild and efficient enantioselective one-pot synthesis of β-sulfonyl ketones and trisubstituted tetrahydrothiophenes via introducing 1,4-dithiane-2,5-diol to the simple kinetic resolution of β-sulfonyl ketones has been described herein. The one-pot reaction sequence including kinetic resolution and cascade sulfa-Michael/Aldol reaction proceeded successively to afford corresponding sulfonyl ketones and tetrahydrothiophenes with high enantioselectivities（85%-98% ee and 84%-95% ee）.A mild and efficient enantioselective one-pot synthesis of β-sulfonyl ketones and trisubstituted tetrahydrothiophenes via introducing 1,4-dithiane-2,5-diol to the simple kinetic resolution of β-sulfonyl ketones has been described herein. The one-pot reaction sequence including kinetic resolution and cascade sulfa-Michael/Aldol reaction proceeded successively to afford corresponding sulfonyl ketones and tetrahydrothiophenes with high enantioselectivities（85%-98% ee and 84%-95% ee）.

关 键 词：One-pot synthesis Enantioselective β-eliminationd Asymmetric cycloaddition Chiral sulfones Trisubstituted tetrahydrothiophenes Ion-pairing catalysis 

分 类 号：O621.3[理学—有机化学]