Citation: Xue Lu, Liu Yidong, Qin Wenling, Yan Hailong. Enantioselective one-pot synthesis of β-sulfonyl ketones and trisubstituted tetrahydrothiophenes via β-elimination/cycloaddition sequence[J]. Chinese Chemical Letters, ;2018, 29(8): 1215-1218. doi: 10.1016/j.cclet.2018.01.047 shu

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

Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, China

Corresponding author: Yan Hailong, yhl198151@cqu.edu.cn
Received Date: 3 December 2017
Revised Date: 4 January 2018
Accepted Date: 24 January 2018
Available Online: 7 August 2018

Figures(3)

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).
- One-pot synthesis,
- Enantioselective β-eliminationd,
- Asymmetric cycloaddition,
- Chiral sulfones,
- Trisubstituted tetrahydrothiophenes,
- Ion-pairing catalysis
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