Ring Opening of Methylenecycloalkenes via the C−C Bond Cleavage

2008-11-20T00:00:00Z (GMT) by David Nečas Martin Kotora
3-Methylenecycloalkene-1,1-dicarboxylates underwent facile ring opening via the cleavage of the unactivated C−C bond to yield aliphatic alkenes. The reaction (intramolecular deallylation) was catalyzed by “Ni−H” species generated in situ from a NiX<sub>2</sub>(phosphine)<sub><i>n</i></sub>/R<sub>3</sub>Al mixture and proceeded under ambient conditions. In addition, the skeletal rearrangement of a diene could be carried out by a one-pot cycloisomerization/deallylation sequence.