Ring opening of methylenecycloalkenes via the C-C bond cleavage |
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| Authors: | Necas David Kotora Martin |
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| Institution: | Department of Organic and Nuclear Chemistry, Faculty of Science, Center for Structural and Synthetic Application of Transition Metal Complexes, Charles University, Praha, Czech Republic. |
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| Abstract: | 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 NiX2(phosphine) n/R3Al 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. |
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