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

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

David B. Rusterholz 2,* email, David B. Gorman 1  and Paul G. Gassman 2
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.
Keywords: Radical cation; Diels-Alder reaction; intramolecular cyclization

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MDPI and ACS Style

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.

AMA Style

Rusterholz DB, Gorman DB, Gassman PG. The Intramolecular Radical Cation Induced Diels-Alder Reaction in the Diene - Diene Format. Molecules. 1997; 2(5):80-86.

Chicago/Turabian Style

Rusterholz, David B.; Gorman, David B.; Gassman, Paul G. 1997. "The Intramolecular Radical Cation Induced Diels-Alder Reaction in the Diene - Diene Format." Molecules 2, no. 5: 80-86.

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