title: Domino Ring-Opening Cyclization of Activated Aziridines with Indoles: Synthesis of Chiral Hexahydropyrroloindoles.
abstract: A highly enantioselective synthetic route to hexahydropyrrolo[2,3-b]indoles via Lewis acid-catalyzed SN2-type ring opening of activated aziridines with indoles having substitutions at 3- and other positions followed by cyclization in a domino fashion has been developed. Hexahydropyrrolo[2,3-b]indoles have been detosylated in the same pot to afford the corresponding products with free NH group in excellent yields (up to 95%) and enantioselectivity (up to >99%).
authors.affiliation: Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
authors.forename: Abhijit
authors.initials: A
authors.lastname: Mal
authors.affiliation: Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
authors.forename: Masthanvali
authors.initials: M
authors.lastname: Sayyad
authors.affiliation: Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
authors.forename: Imtiyaz Ahmad
authors.initials: IA
authors.lastname: Wani
authors.affiliation: Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
authors.forename: Manas K
authors.initials: MK
authors.lastname: Ghorai