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Enantioselective one-pot synthesis of β-sulfonyl ketones and trisubstituted tetrahydrothiophenes via β-elimination/cycloaddition sequence
作者姓名:Lu Xue  Yidong Liu  Wenling Qin  Hailong Yan
作者单位:Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, China
基金项目:This study was supported by the Fundamental Research Funds for the Central Universities in China (No. CQDXWL-2014-Z003), 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, respectively).

关 键 词:One-pot  synthesis  Enantioselective  &beta  -eliminationd  Asymmetric  cycloaddition  Chiral  sulfones  Trisubstituted  tetrahydrothiophenes  Ion-pairing  catalysis  
收稿时间:3 December 2017
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