Enantioselective Organocatalytic Domino Michael/Aldol Reactions: An Efficient Procedure for the Stereocontrolled Construction of 2H‐Thiopyrano[2,3‐b]quinoline Scaffolds |
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| Authors: | Lulu Wu Prof. Youming Wang Prof. Haibin Song Prof. Liangfu Tang Prof. Zhenghong Zhou Prof. Chuchi Tang |
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| Affiliation: | Institute and State Key Laboratory of Elemento‐Organic Chemistry, Nankai University, Tianjin 300071 (P. R. China), Fax: (+86)?022‐23508766 |
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| Abstract: | An efficient procedure for the stereocontrolled construction of 2H‐thiopyrano[2,3‐b]quinoline scaffolds has been developed, starting from simple compounds. The domino Michael/aldol reactions between 2‐mercaptobenzaldehydes and enals, promoted by chiral diphenylprolinol TMS ether, proceed with excellent chemo‐ and enantioselectivity to give the corresponding synthetically useful and pharmaceutically valuable 2H‐thiopyrano[2,3‐b]quinolines in high yields with 90–99 % ee. |
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| Keywords: | aldol reaction enals heterocycles Michael addition organocatalysis |
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