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Study of the endo- and exo-Isomers of 5-Acylbicyclo[2.2.1]hept-2-enes and their Ethynylated Products

V. Sutoris, J. Hrivňák, and A. Richterová

Department of Organic Chemistry, Faculty of Natural Sciences, Komenský University, Bratislava 1

 

Abstract: We have synthesized 5-acylbicyclo[2.2.1]hept-2-enes by diene addition and ethynylated with lithium aluminium acetylide. We have studied the ratio of endo- and exo-isomers in dependence on their preparation temperature and polarity of solvents as well as the kinetics of isomerization and the equilibrium of the endo- and ежо-isomer mixture. We have calculated the rate constant of isomerization when sodium ethoxide was used as catalyst.

Full paper in Portable Document Format: 262a168.pdf

 

Chemical Papers 26 (2) 168–172 (1972)

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