55722-42-4Relevant academic research and scientific papers
Interaction of diazoalkanes with unsaturated compounds. 12. Stereochemistry of cyclopropanation of norbornenes with diazomethane in the presence of transition metal complexes
Dzhemilev, U. M.,Dokichev, V. A.,Maidanova, I. O.,Nefedov, O. M.,Tomilov, Yu. V.
, p. 697 - 700 (1993)
The stereochemistry of cyclopropanation of norbornenes with diazomethane in the presence of Cu, Pd, and Rh compounds has been studied.Stereoselectivity of the cyclopropanation depends on the nature of the transition metal and does not depend on its valent state or ligand environment.The reaction proceeds predominantly as exo-cycloaddition of the methylene fragment.The greatest amount of endo-isomer (up to 47 percent) is formed in cyclopropanation of norbornadiene and exo-tricyclo2,4>oct-6-ene in the presence of Cu and Rh compounds.
REACTIONS OF DIAZOALKANES WITH UNSATURATED COMPOUNDS. 6. CATALYTIC CYCLOPROPANATION OF UNSATURATED HYDROCARBONS AND THEIR DERIVATIVES WITH DIAZOMETHANE
Dzhemilev, U. M.,Dokichev, V. A.,Sultanov, S. Z.,Khusnutdinov, R. I.,Tomilov, Yu. V.,et al.
, p. 1707 - 1714 (2007/10/02)
A systematic study has been conducted of the catalytic reaction of diazomethane with cyclic and polycyclic unsaturated hydrocarbons, conjugated dienes, as well as with a series of functionalized unsaturated conpounds.The feasibility of using transition metal, nontransition metal, and rare earth metal compounds of, for example, Co, Ni, Zr, Rh, and Dy, has been demonstrated for the first time.It has also been established that Pd(acac)2 has very high activity as a catalyst for the cyclopropanation of terminal and endocyclic double bonds by diazomethane, and that its activity is reduced upon the introduction of n-donor ligands or in the presence of strong polar solvents.
