21. Anomalous reactivity of mono substituted rhodium stabilized vinylcarbenoids

Authors: Huw M.L. Davies, Elie Saikali, T. Jeffrey Clark, Edwin H. Chee

Tetrahedron Lett., 

199031, 6299-6302


In contrast to rhodium(lI) stabilized vinylcarbenoids with two electron withdrawing groups, the related mono substituted vinylcarbenoids exhibit reactivity at either the carbenoid center or the vinylogous position. The site of reactivity may be controlled by appropriate catalysts and solvents, leading to the effective synthesis of bicyclic systems by a tandem cyclopropanation/Cope rearrangement sequence.

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