Author(s): David B. Rusterholz | David B. Gorman | Paul G. Gassman
Journal: Molecules
ISSN 1420-3049
Volume: 2;
Issue: 5;
Start page: 80;
Date: 1997;
Original page
Keywords: Radical cation | Diels-Alder reaction | intramolecular cyclization
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.
Journal: Molecules
ISSN 1420-3049
Volume: 2;
Issue: 5;
Start page: 80;
Date: 1997;
Original page
Keywords: Radical cation | Diels-Alder reaction | intramolecular cyclization
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.
