Va. Startseva et al., Strained cyclopropenes. Synthesis and reactions of 3-isopropenyl-6-methylbicyclo[4.1.0]hept-1(7)-ene in situ, RUSS J G CH, 70(11), 2000, pp. 1760-1762
7-Bromo-4-isopropenyl-1-methylbicyclo[4.1.0]heptane generated by electroche
mical reduction of the corresponding dibromocyclopropane reacted with stron
g bases to give short-lived 3-isopropenyl-6-methylbicyclo[4.1.0]hept-1(7)-e
ne, whose formation was proved by Diels-Alder reactions with isoprene and a
llocimene in situ. The reaction of 7-bromo-4-isopropenyl-1-methylbicyclo[4.
1.0]heptane with 2-mercaptoethanol in the presence of potassium tert-butoxi
de demonstrated the possibility for formal replacement of the bromine atom
in the substrate by sulfide moiety.