Addition of Dinitrogen Trioxide to Nonconjugated Dienes
Document Type
Article
Publication Date
8-1-1970
Description
The addition of dinitrogen trioxide is shown to proceed selectively at the bicyclic double bond of dicyclopentadiene. Simple adduct formation without transannular reaction occuss with 1,5-cyclooctadiene; however, norbornadiene undergoes considerable transannular addition to give nortricyclene derivatives. Reduction of the adducts leads to hydroxylamino oxime derivatives and diamines. The course of addition of nitrogen oxides is interpreted by a free-radical pathway.
Citation Information
Scheinbaum, M. L.. 1970. Addition of Dinitrogen Trioxide to Nonconjugated Dienes. Journal of Organic Chemistry. Vol.35(8). 2785-2790. https://doi.org/10.1021/jo00833a069 ISSN: 0022-3263
