15. Mechanistic aspects of formal [3 + 4] cycloadditions between vinylcarbenoids and furans

Authors: Huw M.L. Davies, David M. Clark, David B. Alligood, Glenn R. Eiband


198719, 4265-4270

Rhodium(II) acetate catalyzed decomposition of diethyl 4-diazo-2-pentenedioate resulted in the fomation of a vinylcarbenoid, which underwent formal [3 + 4] cycloaddition reactions with a series of furans. The most likely mechanism for these reactions involves cyclopropanation followed by a Cope rearrangement of the divinylcyclopropane intermediate.

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