The intramolecular radical cation induced diels-alder reaction in the diene - Diene format

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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.

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Rusterholz, D. B., Gorman, D. B., & Gassman, P. G. (1997). The intramolecular radical cation induced diels-alder reaction in the diene - Diene format. Molecules, 2(5), 80–86. https://doi.org/10.3390/20500080

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