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Title

The predictable behaviour of cations deriving from endo-4-chlorotetracyclo[3.3.0.0.{2,8}O.{3,6}]octane

Authors
Genevay-Höck, Suzanne
Delay, Arlette
Published in Tetrahedron Letters. 1979, vol. 20, no. 27, p. 2549-2552
Abstract Silver cation-initiated ionization of the title compound in aqueous dioxane gives the exo and endo-tetracyclo[3.3.0.0.2,8O.4,6]octane-3-ols (35 and 65%). Thermal isomerization in chloroform gives the exo and endo isomers of 4-chlorobicyclo[3.2.1]octa-2,6-dienes (3.5 and 1.5%) and 6-chlorotricyclo[3.2.1.0.2,7]oct-3-ene (90 and 5%). The behaviour of the cations involved is compatible with MINDO/3 calculations.
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JEFFORD, Charles et al. The predictable behaviour of cations deriving from endo-4-chlorotetracyclo[3.3.0.0.{2,8}O.{3,6}]octane. In: Tetrahedron Letters, 1979, vol. 20, n° 27, p. 2549-2552. https://archive-ouverte.unige.ch/unige:6235

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Deposited on : 2010-04-20

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