title: Asymmetric Mannich reactions of imidazo[2,1-b]thiazole-derived nucleophiles with (S(S))-N-tert-butanesulfinyl (3,3,3)-trifluoroacetaldimine.
abstract: Asymmetric Mannich reactions of imidazo[2,1-b]thiazole-derived nucleophiles with (SS)-N-tert-butanesulfinyl (3,3,3)-trifluoroacetaldimine were found to proceed with reasonably good yields (55%-79%) and exceptionally high stereoselectivity (>99 : 1 dr). This method presents a general approach for the preparation of a new type of biologically relevant compounds containing pharmacophoric imidazo[2,1-b]thiazole and (trifluoro)ethylamine groups.
authors.affiliation: School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, China. hanjl@nju.edu.cn.
authors.forename: Haibo
authors.initials: H
authors.lastname: Mei
authors.forename: Chen
authors.initials: C
authors.lastname: Xie
authors.forename: Lingmin
authors.initials: L
authors.lastname: Wu
authors.forename: Vadim A
authors.initials: VA
authors.lastname: Soloshonok
authors.forename: Jianlin
authors.initials: J
authors.lastname: Han
authors.forename: Yi
authors.initials: Y
authors.lastname: Pan
mesh_terms: D005021:Ethylamines / Q000138:chemical synthesis* / Q000737:chemistry; D007093:Imidazoles / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D013454:Sulfoxides / Q000737:chemistry*; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D005021:Ethylamines; D007093:Imidazoles; D007097:Imines; D013454:Sulfoxides; D013844:Thiazoles; C041564:ethylamine