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Tetrahedron

Functionalized organolithium compounds: generation via reductive lithiation and nucleophilic addition to N-phenethylimides. Access to functionalized dihydropyrrolo [ …

…, B Etxarri, A Ardeo, S Arrasate, I Osante, N Sotomayor…

文献索引:Manteca, Izaskun; Etxarri, Begona; Ardeo, Ainhoa; Arrasate, Sonia; Osante, Inaki; Sotomayor, Nuria; Lete, Esther Tetrahedron, 1998 , vol. 54, # 40 p. 12361 - 12378

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被引用次数: 40

摘要

A procedure for producing 1, 4-dianion equivalents consists of reductive lithiation, induced by 4, 4.-di-tert-butylbiphenylide, of functionalized phenyl sulfides. Nucleophilic addition of 4- lithio-2-(trimethylsilylmethyl) but-1-ene 1 and 2-(3-lithiopropyl)-2-trimethylsilyl-1, 3-dithiane 2 thus prepared to N-phenethyl-cis-norbor-5-en-2, 3-dicarboximide 9 afforded the corresponding α-hydroxy lactams in good yields. Besides, access to C-10b substituted α, ...