title: Organocatalytic asymmetric domino sulfa-Michael-aldol reactions of 2-mercaptobenzaldehyde with α,β-unsaturated N-acylpyrazoles for the construction of thiochromane.
abstract: An efficient protocol for the direct construction of bioactive thiochromanes was developed via a catalytic asymmetric cascade sulfa-Michael-aldol reaction of 2-mercaptobenzaldehyde with α,β-unsaturated N-acyl imides. The key to the present methodology is introducing a pyrazole moiety as H-bond acceptor, which allowed for better organization and activation and hence higher enantioselectivity.
authors.affiliation: College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China.
authors.forename: Xiu-Qin
authors.initials: XQ
authors.lastname: Dong
authors.forename: Xin
authors.initials: X
authors.lastname: Fang
authors.forename: Hai-Yan
authors.initials: HY
authors.lastname: Tao
authors.forename: Xiang
authors.initials: X
authors.lastname: Zhou
authors.forename: Chun-Jiang
authors.initials: CJ
authors.lastname: Wang
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D001547:Benzaldehydes / Q000737:chemistry*; D002384:Catalysis; D006860:Hydrogen Bonding; D007094:Imides / Q000737:chemistry; D011720:Pyrazoles / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D001547:Benzaldehydes; D007094:Imides; D011720:Pyrazoles; C116609:3-hydroxybutanal; C032175:benzaldehyde