Oxidative Cyclization Reactions: Controlling the Course of a Radical Cation-Derived Reaction with the Use of a Second Nucleophile

Oxidative Cyclization Reactions: Controlling the Course of a Radical Cation-Derived Reaction with the Use of a Second Nucleophile

Construction of new ring systems: Oxidative cyclizations (see picture; RVC=reticulated vitreous carbon) have been conducted that use two separate intramolecular nucleophiles to trap an enol ether‐derived radical cation intermediate. The reactions provide a means for rapidly trapping the radical cati...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-12, Vol.52 (49), p.12865-12868
Hauptverfasser: Redden, Alison, Perkins, Robert J., Moeller, Kevin D.
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemistry
anodic cyclizations
Cations - chemistry
Cyclization
Electrochemistry
Free Radicals - chemistry
Hydrocarbons, Cyclic - chemical synthesis
Hydrocarbons, Cyclic - chemistry
Molecular Structure
Oxidation-Reduction
radical ions
reactive intermediates
Stereoisomerism
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Beschreibung
Zusammenfassung:Construction of new ring systems: Oxidative cyclizations (see picture; RVC=reticulated vitreous carbon) have been conducted that use two separate intramolecular nucleophiles to trap an enol ether‐derived radical cation intermediate. The reactions provide a means for rapidly trapping the radical cation intermediate in a manner that avoids competitive decomposition reactions.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201308739