Interaction of diazoalkanes with unsaturated compounds

UM Dzhemilev, VA Dokichev, IO Maidanova…

Index: Dzhemilev, U. M.; Dokichev, V. A.; Maidanova, I. O.; Nefedov, O. M.; Tomilov, Yu. V. Russian Chemical Bulletin, 1993 , vol. 42, # 4 p. 697 - 700 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 4 p. 733 - 735

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Abstract

Abstract 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%) ...