title: Wagner-Meerwein skeletal rearrangement of 3-spiroannulated 6,8a-epoxy- and 6,8a;7,8-diepoxyisoquinolines (3-aza-11-oxatricyclo[6.2.1.0(1,6)]undec-9-enes). Isolation and identification of 5-aza-2-oxatricyclo[6.2.1.0(3,9)]undec-3-enes.
abstract: The reactions of 3-acetyl-3-aza-11-oxatricyclo[6.2.1.0(1,6)]undec-9-ene and its 9,10-epoxy derivative with bromine and Ac(2)O/BF(3).OEt(2) under different conditions were studied. Unusual products of Wagner-Meerwein rearrangement bearing the olefin fragment (5-aza-2-oxatricyclo[6.2.1.0(3,9)]undecen-3-enes) were isolated and characterized by X-ray analysis.
authors.affiliation: Organic Chemistry Department, Russian Peoples Friendship University, 6 Miklukho-Maklayia St., Moscow, Russian Federation 117198. fzubkov@sci.pfu.edu.ru
authors.forename: Fedor I
authors.initials: FI
authors.lastname: Zubkov
authors.forename: Eugenia V
authors.initials: EV
authors.lastname: Nikitina
authors.forename: Konstantin F
authors.initials: KF
authors.lastname: Turchin
authors.forename: Grigorii G
authors.initials: GG
authors.lastname: Aleksandrov
authors.forename: Anastasia A
authors.initials: AA
authors.lastname: Safronova
authors.forename: Roman S
authors.initials: RS
authors.lastname: Borisov
authors.forename: Alexey V
authors.initials: AV
authors.lastname: Varlamov