title: Cinchona-based squaramide-catalysed cascade aza-Michael-Michael addition: enantioselective construction of functionalized spirooxindole tetrahydroquinolines.
abstract: An efficient enantioselective cascade aza-Michael-Michael addition reaction catalysed by a chiral bifunctional tertiary amine-squaramide catalyst has been developed. This cascade reaction proceeded well under mild conditions, furnishing highly functionalized spirooxindole tetrahydroquinolines with three contiguous stereocenters in excellent yields with excellent diastereoselectivities (>25:1 dr) and high enantioselectivities (up to 94% ee).
authors: School of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing 100081, People's Republic of China. dudm@bit.edu.cn.
authors: Wen
authors: W
authors: Yang
authors: Da-Ming
authors: DM
authors: Du
mesh_terms: D000577:Amides / Q000737:chemistry*; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002929:Cinchona / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D000078183:Oxindoles; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000577:Amides; D001688:Biological Products; D007211:Indoles; D000078183:Oxindoles; D011804:Quinolines; D013141:Spiro Compounds; C022960:2-oxindole; C542964:1,2,3,4-tetrahydroquinoline