10.1021/ol801728f.s001
David Nečas
David
Nečas
Martin Kotora
Martin
Kotora
Ring Opening of Methylenecycloalkenes via the C−C Bond Cleavage
American Chemical Society
2008
Ni
sequence
intramolecular deallylation
diene
mixture
species
Methylenecycloalkene
rearrangement
ambient conditions
Cleavage
aliphatic alkenes
Bond
unactivated
NiX
cycloisomerization
cleavage
ring opening
bond
2008-11-20 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Ring_Opening_of_Methylenecycloalkenes_via_the_C_C_Bond_Cleavage/2898649
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.