Polymeric and polymer-ligated spirobicyclic zwitterionic Janovsky complexes

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DOIResolve DOI: http://doi.org/10.1016/j.tetlet.2009.03.136
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TypeArticle
Journal titleTetrahedron Letters
Volume50
IssueJune 23
Pages27622766; # of pages: 5
SubjectJanovsky; Spirobicyclic; Solid-phase synthesis; NMR; Anionic sigma complex
AbstractA novel approach to the synthesis of spirobicyclic Janovsky complexes is described. The complexes were prepared on silica and polystyrene polymeric supports as well as on a solution-borne poly(carbodiimide) polymer with 100% atom economy. A carbon-centered intramolecular de-aromatizing nucleophilic aromatic substitution ipso-cyclization mechanism describes the synthesis of these spirobicyclics. The molecules were characterized by solution and solid-state ¹H and ¹³C NMR, IR, and MS.
Publication date
PublisherElsevier
PlaceAmsterdam
LanguageEnglish
AffiliationNational Research Council Canada (NRC-CNRC); NRC Institute for Information Technology
Access conditionavailable
unlimited
public
Peer reviewedYes
NRC number50797
NPARC number15336789
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Record identifier7aafa89d-541f-4089-8ba5-c226a77ccac4
Record created2010-06-10
Record modified2016-05-09
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