title: Asymmetric synthesis of 3-spirocyclopropyl-2-oxindoles via intramolecular trapping of chiral aza-ortho-xylylene.
abstract: Chiral aza-ortho-xylylene intermediates were efficiently generated from 3-chloro-3-substituted oxindole precursors. The first intramolecular trapping of chiral aza-ortho-xylylene intermediates led to a highly asymmetric synthesis of 3-spirocyclopropyl-2-oxindoles.
authors.affiliation: Department of Chemistry and Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Republic of Singapore117543. chmlyx@nus.edu.sg.
authors.forename: Xiaowei
authors.initials: X
authors.lastname: Dou
authors.forename: Weijun
authors.initials: W
authors.lastname: Yao
authors.forename: Bo
authors.initials: B
authors.lastname: Zhou
authors.forename: Yixin
authors.initials: Y
authors.lastname: Lu
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry; D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D000078183:Oxindoles; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry
chemical_list: D000475:Alkenes; D000588:Amines; D001372:Aza Compounds; D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole; D013890:Thiourea