25717-08-2Relevant academic research and scientific papers
Chemistry of Dioxiranes. 10. Oxidation of Quadricyclane and Norbornadiene by Dimethyldioxirane
Murray, Robert W.,Pillay, M. Krishna,Jeyaraman, Ramasubba
, p. 3007 - 3011 (1988)
Treatment of quadricyclane (2) with dimethyldioxirane (1) leads to the formation of exo-norborna-2,5-diene monoepoxide (4), exo,exo-norborna-2,5-diene diepoxide (5), bicyclohex-2-ene-6-endo-carboxaldehyde (6), and exo-2,3-epoxybicyclohexane-6-endo-carboxaldehyde(7).The reaction is believed to involve prior catalyzed isomerization of 2 by 1 to norbornadiene (3) and subsequent conversion of 3 to the observed products.Under suitable conditions 1 reacts with 3 to give 4 and 6 in a 97:3 distribution, respectively.
