The Intramolecular Radical Cation Induced Diels-Alder Reaction in the Diene - Diene Format

The Intramolecular Radical Cation Induced Diels-Alder Reaction in the Diene - Diene Format

Two 1,3,8,10-undecatetraenes were synthesized to test the viability of the intramolecular radical cation induced Diels-Alder reaction in the diene - diene format. Cyclization was successful only for the substituted tetraene with the lower oxidation potential. The major hexahydroindene product posses...

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Bibliographic Details
Main Authors: Paul G. Gassman, David B. Gorman, David B. Rusterholz
Format: Article
Language:English
Published: MDPI AG 1997-05-01
Series:Molecules
Subjects:
Radical cation
Diels-Alder reaction
intramolecular cyclization
Online Access:http://www.mdpi.com/1420-3049/2/5/80/
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spelling doaj-d81afa2a92024dbca89e9e7e563ed12b2020-11-24T22:24:19ZengMDPI AGMolecules1420-30491997-05-0125808610.3390/20500080The Intramolecular Radical Cation Induced Diels-Alder Reaction in the Diene - Diene FormatPaul G. GassmanDavid B. GormanDavid B. RusterholzTwo 1,3,8,10-undecatetraenes were synthesized to test the viability of the intramolecular radical cation induced Diels-Alder reaction in the diene - diene format. Cyclization was successful only for the substituted tetraene with the lower oxidation potential. The major hexahydroindene product possessed a trans ring juncture demonstrating a selectivity for the endo stereochemistry.http://www.mdpi.com/1420-3049/2/5/80/Radical cationDiels-Alder reactionintramolecular cyclization
collection DOAJ
language English
format Article
sources DOAJ
author Paul G. Gassman
David B. Gorman
David B. Rusterholz
spellingShingle Paul G. Gassman
David B. Gorman
David B. Rusterholz
The Intramolecular Radical Cation Induced Diels-Alder Reaction in the Diene - Diene Format
Molecules
Radical cation
Diels-Alder reaction
intramolecular cyclization
author_facet Paul G. Gassman
David B. Gorman
David B. Rusterholz
author_sort Paul G. Gassman
title The Intramolecular Radical Cation Induced Diels-Alder Reaction in the Diene - Diene Format
title_short The Intramolecular Radical Cation Induced Diels-Alder Reaction in the Diene - Diene Format
title_full The Intramolecular Radical Cation Induced Diels-Alder Reaction in the Diene - Diene Format
title_fullStr The Intramolecular Radical Cation Induced Diels-Alder Reaction in the Diene - Diene Format
title_full_unstemmed The Intramolecular Radical Cation Induced Diels-Alder Reaction in the Diene - Diene Format
title_sort intramolecular radical cation induced diels-alder reaction in the diene - diene format
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 1997-05-01
description Two 1,3,8,10-undecatetraenes were synthesized to test the viability of the intramolecular radical cation induced Diels-Alder reaction in the diene - diene format. Cyclization was successful only for the substituted tetraene with the lower oxidation potential. The major hexahydroindene product possessed a trans ring juncture demonstrating a selectivity for the endo stereochemistry.
topic Radical cation
Diels-Alder reaction
intramolecular cyclization
url http://www.mdpi.com/1420-3049/2/5/80/
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