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Molecules 1997, 2(5), 80-86; https://doi.org/10.3390/20500080

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

1
Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA
2
Department of Chemistry, University of Wisconsin - River Falls 410 S. Third St., River Falls, WI 54022, USA
*
Author to whom correspondence should be addressed.
Received: 8 April 1997 / Accepted: 18 April 1997 / Published: 15 May 1997
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Abstract

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. View Full-Text
Keywords: Radical cation; Diels-Alder reaction; intramolecular cyclization Radical cation; Diels-Alder reaction; intramolecular cyclization
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Rusterholz, D.B.; Gorman, D.B.; Gassman, P.G. The Intramolecular Radical Cation Induced Diels-Alder Reaction in the Diene - Diene Format. Molecules 1997, 2, 80-86.

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