148730-68-1Relevant articles and documents
Ene Reactions of Tricyclo2,6>hex-1(6)-ene
Graf, Stefan,Szeimies, Guenter
, p. 3101 - 3108 (1993)
1,6-Dibromotricyclo2,6>hexane 2e has been prepared in 56percent yield by reaction of 1,6-dilithiotricyclo2,6>hexane 2d with 2.5 equiv. of tosyl bromide. 2e proved to be a new source for generating tricyclo2,6>hex-1(6)-ene 1 by reaction with magnesium, with lithium sand, or with tert-butyllithium, as shown by formation of the Diels-Alder adduct 5.Ene adducts of 1 were obtained with alkenes 7a-e, not, however, with allylbenzene.The cis-fixed 1,3-diene 10 and 1 gave rise to a 48percent yield of 11, whereas 10 and 4, the higher homologue of 1, led to a 27percent yield of 14.
