On the reactivity of o-lithioaryl ethers: tandem anion translocation and wittig rearrangement

J Barluenga, FJ Fañanás, R Sanz, C Marcos…

Index: Barluenga, Jose; Fananas, Francisco J.; Sanz, Roberto; Marcos, Cesar; Trabada, Marta Organic Letters, 2002 , vol. 4, # 9 p. 1587 - 1590

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Citation Number: 45

Abstract

The “anion translocation” reaction, in which an organolithium compound formed under kinetic control undergoes an inter- or intramolecular proton transfer, offers an easy entry to new organolithium compounds that are difficult to obtain following the traditional lithiation methods. 1 α-Oxygen carbanions are unstable 2 and usually undergo protophilic cleavage (elimination) or [1,2]-Wittig rearrangement, 3 which consists of the isomerization of these carbanions to metal ...