Regio-and stereoselective hydrostannation of allenes using dibutyliodotin hydride (Bu 2 SnIH) and successive coupling with aromatic halides

N Hayashi, K Kusano, S Sekizawa, I Shibata…

Index: Hayashi, Naoki; Kusano, Kazunao; Sekizawa, Shingo; Shibata, Ikuya; Yasuda, Makoto; Baba, Akio Chemical Communications, 2007 , # 46 p. 4913 - 4915

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Abstract

Vinyltin compounds are very useful reagents whose tin moieties can be transformed to various organic groups through the Kosugi–Migita–Stille coupling. 1 One of the most powerful synthetic methods for synthesis of vinyltins is hydrostannation of C–C triple bonds. Regioselective hydrostannation, however, is generally limited to terminal alkynes , in which the stannation occurred at the terminal carbon to give β-substituted vinyltins. 2 Few methods are available for ...