Tetrahedron

Polylithiumorganic Compounds-19.: Regioselective carbon-carbon σ-bond scission followed by a 1, 6-proton shift upon the reductive metalation of …

A Maercker, VEE Daub

文献索引：Maercker, Adalbert; Daub, Volker E. E. Tetrahedron, 1994 , vol. 50, # 8 p. 2439 - 2458

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被引用次数: 15

摘要

Depending on the substituent α-substituted benzylidenecyclopropanes (32) react more or less readily with lithium dust (2% sodium) in diethyl ether whereby a regioselective scission of only the cyclopropane σ-bond cis to the phenyl ring takes place. Upon raising the temperature the primarily formed 1, 3-dilithiumorganic compound due to an agostic interaction rearranges by a 1, 6-proton shift into a doubly bridged 1, 4-dilithio compound. ...