title: Radical [3 + 2]-annulation of divinylcyclopropanes: rapid synthesis of complex meloscine analogs.
abstract: A radical [3 + 2]-divinylcyclopropane annulation cascade has been extended to encompass five D-ring variants of the meloscine/epimeloscine core structure. Representative ABCD tetracyclic intermediates were further elaborated with novel substituted E-rings through subsequent transformations of advanced intermediates that provided opportunities for late-stage variation of the B-ring (lactam) N-substituents which were also developed.
authors: Department of Chemistry and Center for Chemical Methodology and Library Development, University of Pittsburgh , Pittsburgh, Pennsylvania 15260, United States.
authors: Hanmo
authors: H
authors: Zhang
authors: Kyu Ok
authors: KO
authors: Jeon
authors: E Ben
authors: EB
authors: Hay
authors: Steven J
authors: SJ
authors: Geib
authors: Dennis P
authors: DP
authors: Curran
authors: Matthew G
authors: MG
authors: LaPorte
mesh_terms: D003500:Cyclization; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D003521:Cyclopropanes; D011083:Polycyclic Compounds; D011804:Quinolines; C530682:meloscine