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…
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, ...