1 research outputs found
Zirconocene-Mediated Selective C–C Bond Cleavage of Strained Carbocycles: Scope and Mechanism
Several
approaches using organozirconocene species for the remote
cleavage of strained three-membered ring carbocycles are described.
ω-Ene polysubstituted cyclopropanes, alkylidenecyclopropanes,
ω-ene spiro[2.2]Âpentanes, and ω-ene cyclopropyl methyl
ethers were successfully transformed into stereodefined organometallic
intermediates, allowing an easy access to highly stereoenriched acyclic
scaffolds in good yields and, in most cases, excellent selectivities.
DFT calculations and isotopic labeling experiments were performed
to delineate the origin of the obtained chemo- and stereoselectivities,
demonstrating the importance of microreversibility