76. Effect of carbenoid structure on the reactivity of rhodium-stabilized carbenoids

Authors: Huw M.L. Davies, L. Mark Hodges, Julius J. Matasi, Tore Hansen, Douglas G. Stafford

Tetrahedron Lett.,

19983925, 4417-4420


The outcome of rhodium(II) pivalate catalyzed decomposition of diaozoacetates in the presence of cyclohexane is highly dependent on carbenoid structure. Carbenoids derived from phenyldiazoacetates or diazoketoesters undergo high yielding intermolecular C–H insertions while other carbenoid systems undergo rearrangements, dimerization or trimerization.

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