Synthesis and face-selective Diels-Alder reaction of homodehydroisodicyclopentadiene.
In: Chemische Berichte (Chem.Ber.), Jg. 123 (1990) ; Nr. 2, S. 305-313
Zeitschriftenaufsatz / Fach: Chemie
The title compd. (I) was prepd. from the mesylate II via ring cleavage, redn. to the alc., and dehydration. Tricyclo[6.2.1.02,6]undeca-2,6,9-triene was also prepd. from II. I underwent face-selective Diels-Alder reaction with non-acetylenic dienophiles, whereas reaction with acetylenic dienophiles gave a mixt. of adducts. Crystal structures are reported for 2 of the adducts.