title: Enantioselective organocatalytic domino Michael/aldol reactions: an efficient procedure for the stereocontrolled construction of 2H-thiopyrano[2,3-b]quinoline scaffolds.
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.
authors.affiliation: Institute and State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, PR China.
authors.forename: Lulu
authors.initials: L
authors.lastname: Wu
authors.forename: Youming
authors.initials: Y
authors.lastname: Wang
authors.forename: Haibin
authors.initials: H
authors.lastname: Song
authors.forename: Liangfu
authors.initials: L
authors.lastname: Tang
authors.forename: Zhenghong
authors.initials: Z
authors.lastname: Zhou
authors.forename: Chuchi
authors.initials: C
authors.lastname: Tang
keywords: Michael addition; aldol reaction; enals; heterocycles; organocatalysis