6006-21-9Relevant academic research and scientific papers
Protolytic Cleavage of Tricyclo2,7>hept-3-ene
Kirmse, Wolfgang,Streu, Joachim
, p. 551 - 554 (2007/10/02)
Acidolyses of the title compound 9 were performed in aqueous dioxane and in acetic acid to give eight alcohols (5-8, 10-13) among which bicyclohept-2-en-exo-6-ol (13) was novel.Comparison with independent routes to the various cationic intermediates reveals that the double bond and the cyclopropane ring of 9 react at similar rates and with high regioselectivity.Protonation occurs preferentially, if not exclusively, at C-4 and C-7.
