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The hydration of endo-dicyclopentadiene (1) yields a 1:2 mixture of exo-8-hydroxy-exotricyclo[5,2,1,0 2,6 ]dec-3-ene (2) and exo-9-hydroxy-exo-tricyclo[5,2,1,0 2,6 ]dec-3-ene (3). The structures of these compounds were determined by  1 H and  13 C spectroscopy with simultaneous application of paramagnetic shift reagent Eu(fod) 3 . The stereospecific exoattack of the proton in the first reaction step is demonstrated by the reaction in deuteriumoxid.

zeitschrift für naturforschung b

Hydration of endo-Tricyclo[5,2,1,0 2,6 ]deca-3,8-diene (endo-Dicyclopentadiene) / Über die Hydratisierung von endo-Tricyclo[5.2.1.0 2,6 ]deca-3.8-dien (endo-Dicyclopentadien)