Journal ArticleDOI
Cation radical-induced Claisen rearrangement of aryl allenylmethyl ethers
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TLDR
In this article, aryl allenylmethyl ethers with tris(4-bromophenyl)aminium hexachloroantimonate in acetonitrile at room temperature were treated with a facile cation radical induced Claisen rearrangement to yield 2-(o-hydroxyaryl)buta-1,3-dienes.Abstract:
Treatment of aryl allenylmethyl ethers with tris(4-bromophenyl)aminium hexachloroantimonate in acetonitrile at room temperature induces a facile cation radical induced Claisen rearrangement to yield 2-(o-hydroxyaryl)buta-1,3-dienes.read more
Citations
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Journal ArticleDOI
Asymmetric allylic alkylation of ketone enolates: an asymmetric Claisen surrogate.
Erin C. Burger,Jon A. Tunge +1 more
TL;DR: The combination of catalytic palladium(0) and Trost ligand provides an effective catalyst for the rearrangement of allyl beta-ketoesters and allows regiospecific generation of enolates under extremely mild conditions.
Journal ArticleDOI
Redox induced radical and radical ionic carbon-carbon bond forming reactions
Journal ArticleDOI
Ruthenium-catalyzed decarboxylative allylation of nonstabilized ketone enolates.
Erin C. Burger,Jon A. Tunge +1 more
TL;DR: Bipyridyl(pentamethylcyclopentadienyl)ruthenium chloride is an efficient catalyst for the formal [3,3] rearrangement of allyl beta-ketoesters.
Journal ArticleDOI
Structural Studies on the Radical Cations of Benzene, Naphthalene, Biphenylene, and Anthracene Fully Annelated with Bicyclo[2.2.2]octene Frameworks
TL;DR: The cyclic voltammetry of benzene 1, naphthalene 2, biphenylene 3, and anthracene 4 fully annelated with bicyclo[2.2] octene showed that their cationic species have enhanced kinetic and thermodyna properties.
Journal ArticleDOI
Iron(III)-Catalyzed Domino Claisen Rearrangement/Regio- and Chemoselective Aerobic Dehydrogenative Cyclization of β-Naphthyl-Substituted-Allenylmethyl Ether.
TL;DR: An FeCl3-catalyzed allenic Claisen rearrangement/regio- and chemoselective aerobic dehydrogenative cyclization domino reaction is developed, providing a wide range of 2-aryl/alkyl, 3-(substituted-vinyl)naphtho[2,1- b]furans in high yields at 95-130 °C in an atom- and step-economic fashion.
References
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Journal ArticleDOI
Application of commercial microwave ovens to organic synthesis.
TL;DR: In this article, commercial microwave ovens have been safely used to dramatically reduce the reaction times (at comparable yield) of Diels-Alder, Claisen, and ene reactions.
Journal ArticleDOI
Cation radical pericyclic reactions
Nathan L. Bauld,Dennis J. Bellville,Bijan Harirchian,Kurt T. Lorenz,Raul Pabon,Dan W. Reynolds,Wirth David Dale,Huh Sun Chiou,B. Kaye Marsh +8 more
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