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Intramolecular Carbolithiation of Allyl o??Lithioaryl Ethers: A New Enantioselective Synthesis of Functionalized 2, 3??Dihydrobenzofurans

J Barluenga, FJ Fananas, R Sanz…

文献索引:Barluenga, Jose; Fananas, Francisco J.; Sanz, Roberto; Marcos, Cesar Chemistry - A European Journal, 2005 , vol. 11, # 18 p. 5397 - 5407

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被引用次数: 47

摘要

Abstract A new and easy method for the diastereoselective synthesis of 3-functionalized 2, 3- dihydrobenzofuran derivatives from allyl 2-bromoaryl ethers is described. The key step of this transformation involves an intramolecular carbolithiation reaction of allyl 2-lithioaryl ethers. The substituents in both the allyl and the aryl moieties play an important and decisive role in stopping the reaction at the benzofuran thus avoiding a γ-elimination reaction. ...