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Transition‐Metal‐Catalysed Reactions of Diazoesters: Synthesis of Chrysanthemic and Permethric Acid Esters by Cyclopropanation of Conjugated Dienes
Author(s) -
Demonceau A.,
Noels A. F.,
Anciaux A. J.,
Hubert A. J.,
Teyssié P.
Publication year - 1984
Publication title -
bulletin des sociétés chimiques belges
Language(s) - English
Resource type - Journals
ISSN - 0037-9646
DOI - 10.1002/bscb.19840931104
Subject(s) - cyclopropanation , chemistry , carbene , alkoxy group , conjugated system , rhodium , catalysis , transition metal , medicinal chemistry , organic chemistry , diene , polymer , alkyl , natural rubber
Pyrethroid precursors (permethric and chrysanthemic acid esters) are efficiently synthesized by rhodium(II)‐catalysed cyclopropanation of the properly substituted conjugated diene. Reaction selectivities depend on both the catalyst counter‐ion and the diazoester alkoxy‐group (carbene precursor) and are attributed to non‐bonded interactions.

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