181649-59-2Relevant academic research and scientific papers
Ruthenium-catalyzed cyclopropanation of norbornene with propargyl alcohol
Matsushima, Yuji,Kikuchi, Hidetoshi,Uno, Mitsunari,Takahashi, Shigetoshi
, p. 2475 - 2482 (1999)
Norbomene as well as its 5,6-disubstituted derivatives and oxa- norbornene undergoes a novel cyclopropanation with propargyl alcohol in methanol containing cationic (η5- cyclopentadienyl)tris(acetonitrile)ruthenium complexes as catalysts to give exo-3-acetyltricyclooctane derivatives. Cyclopentadienylruthenium catalysts having an electron-withdrawing substituent on the Cp ligand exhibited the highest activity and the cyclopropanation proceeded even at -20 °C. On the basis of a deuterium labeling experiment, a reaction mechanism involving a ruthenacycle intermediate is proposed.
