Silver (I) catalyzed rearrangements of strained. sigma. bonds. 39. Twofold cyclopropylidene carbon-hydrogen insertion as a route to hexacyclic bis (bicyclo [1.1. 0] …

LA Paquette, AR Browne, E Chamot…

文献索引：Paquette,L.A.; Brown,A.R.; Chamot,E. Journal of the American Chemical Society, 1980 , vol. 102, p. 643

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被引用次数: 21

摘要

Abstract: A method for effecting the twofold ring expansion of a bicyclic diene using the technique of double “naked” carbon atom insertion is described. The substrate is first transformed to its bisdibromocyclopropane derivative by reaction with dibromocarbene. Treatment with an excess of alkyllithium reagent induces carbenoid cyclization to a highly strained bis (bicyclo [1. I. O] butane). When suitable conformational constraints are present ...