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 

作者机构：Chongqing Key Laboratory of Natural Product Synthesis and Drug Research School of Pharmaceutical Sciences Chongqing University 

出 版 物：《Chinese Chemical Letters》 (中国化学快报（英文版）)

年 卷 期：2018年第29卷第8期

页      面：1215-1218页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

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) 

主　　题：One-pot synthesis Enantioselective β-eliminationd Asymmetric cycloaddition Chiral sulfones Trisubstituted tetrahydrothiophenes Ion-pairing catalysis 

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）.