Enantioselective  Organocatalytic Domino Michael/Aldol Reactions: An Efficient Procedure for the Stereocontrolled Construction of 2 H ‐Thiopyrano[2,3‐b]quinoline Scaffolds | Zendy

Wu Lulu | Zendy; Wang Youming | Zendy; Song Haibin | Zendy; Tang Liangfu | Zendy; Zhou Zhenghong | Zendy; Tang Chuchi | Zendy

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Enantioselective Organocatalytic Domino Michael/Aldol Reactions: An Efficient Procedure for the Stereocontrolled Construction of 2 H ‐Thiopyrano[2,3‐b]quinoline Scaffolds

Author(s) -

Wu Lulu,

Wang Youming,

Song Haibin,

Tang Liangfu,

Zhou Zhenghong,

Tang Chuchi

Publication year - 2013

Publication title -

chemistry – an asian journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.18

H-Index - 106

eISSN - 1861-471X

pISSN - 1861-4728

DOI - 10.1002/asia.201300450

Subject(s) - domino , aldol reaction , quinoline , enantioselective synthesis , chemistry , michael reaction , organocatalysis , stereochemistry , combinatorial chemistry , catalysis , organic chemistry

An efficient procedure for the stereocontrolled construction of 2 H ‐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 2 H ‐thiopyrano[2,3‐b]quinolines in high yields with 90–99 % ee .

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