Enantioselective Dearomative [3+2] Cycloaddition Reactions of Benzothiazoles |
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| Authors: | Dr. Dong‐Chao Wang Dr. Ming‐Sheng Xie Prof. Dr. Hai‐Ming Guo Prof. Gui‐Rong Qu Meng‐Cheng Zhang Prof. Dr. Shu‐Li You |
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| Affiliation: | 1. School of Environment, Henan Normal University, Xinxiang, China;2. School of Chemistry and Chemical Engineering, Key Laboratory of Green Chemical Media and Reactions of Ministry of Education, Henan Normal University, Xinxiang, China;3. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China |
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| Abstract: | A highly enantioselective dearomative [3+2] cycloaddition of benzothiazole has been successfully developed. A wide range of benzothiazoles and cyclopropane‐1,1‐dicarboxylates are suitable substrates for this reaction. The desired hydropyrrolo[2,1‐b]thiazole compounds were obtained in excellent enantioselectivity and yields (up to 97 % ee and 97 % yield). With the same catalytic system, a highly efficient kinetic resolution of 2‐substituted cyclopropane‐1,1‐dicarboxylates was also realized. |
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| Keywords: | cycloadditions enantioselectivity Lewis acids magnesium small-ring compounds |
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