- Hypohalogenation of functionally substituted acetylenic norbornenes
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Hypohalogenation of norbornenes containing a triple bond and various functional groups in the side chain was performed using mixtures of aqueous solutions of hydrochloric or hydrobromic acid (or sodium or potassium bromide) and hydrogen peroxide. The reaction was found to involve addition of electrophilic reagent generated in situ (HOBr or HOCl) at the endocyclic double bond with formation of the corresponding halohydrins. The latter underwent dehydrohalogenation by the action of alklai to give exo-5,6-epoxybicyclo[2.2.1]- heptane derivatives in high yields. Kinetic relations holding in the hypobromination process were established, and the initial rates and activation parameters were calculated.
- Veliev,Sadygov,Shatirova,Alimardanov
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- The anionic route to tricyclanes
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A very mild anion induced intramolecular ring closure route to tricyclanes is reported. (C) 2000 Elsevier Science Ltd.
- Afarinkia, Kamyar,Mahmood, Farzana
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p. 1287 - 1290
(2007/10/03)
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- REACTION OF STEREOISOMERIC BICYCLIC α-OXIDES WITH LITHIUM ALUMINUM HYDRIDE
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The direction of the reactions of stereoisomeric epoxides and diepoxides, containing the norbornane fragment, with lithium aluminum hydride was studied.It was shown that the epoxide ring in the norbornane fragment is completely inert in the reduction reaction, independent of its configuration.For dioxides containing various types of epoxide rings, the rings in the substituent, and not in the norbornane fragment, undergo opening.
- Kas'yan, L. I.,Zefirov, N. S.,Gnedenkov, L. Yu.,Stepanova, N. V.,Shashkov, A. S.,Cherepanova, E. G.
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p. 1047 - 1051
(2007/10/02)
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