Enantioselective one-pot synthesis of β-sulfonyl ketones and trisubstituted tetrahydrothiophenes via β-elimination/cycloaddition sequence |
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作者姓名: | Lu Xue Yidong Liu Wenling Qin Hailong Yan |
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作者单位: | Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, China |
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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). |
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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).
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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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