Interaction of diazoalkanes with unsaturated compounds

Interaction of diazoalkanes with unsaturated compounds Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 1993, Volume: 42, Number: 4, Pages: 697-700 Pages count : 4 DOI: 10.1007/bf00704005

Authors

Dzhemilev U.M. ¹ , Dokichev V.A. ¹ , Maidanova I.O. ¹ , Nefedov O.M. ² , Tomilov Yu.V. ²

Affiliations

1	Institute of Organic Chemistry, Ural Branch of the Russian Academy of Sciences, Ufa, Bashkortastan, Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russian Federation

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 asexo-cycloaddition of the methylene fragment. The greatest amount ofendo-isomer (up to 47 %) is formed in cyclopropanation of norbornadiene andexo-tricyclo[3.2.1.02,4]oct-6-ene in the presence of Cu and Rh compounds.

Dzhemilev U.M. , Dokichev V.A. , Maidanova I.O. , Nefedov O.M. , Tomilov Y.V.
Interaction of diazoalkanes with unsaturated compounds
Russian Chemical Bulletin. 1993. V.42. N4. P.697-700. DOI: 10.1007/bf00704005 WOS Scopus OpenAlex

≡ Web of science:	WOS:A1993ND38100018
≡ Scopus:	2-s2.0-0041552624
≡ OpenAlex:	W2034050358