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Radical Germylzincation of α‑Heteroatom-Substituted Alkynes

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NIAID Data Ecosystem2026-03-10 收录
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https://figshare.com/articles/dataset/Radical_Germylzincation_of_Heteroatom-Substituted_Alkynes/7449335
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The regio- and stereoselective addition of germanium and zinc across the C–C triple bond of nitrogen-, sulfur-, oxygen-, and phosphorus-substituted terminal and internal alkynes is achieved by reaction with a combination of R3GeH and Et2Zn. Diagnostic experiments support a radical-chain mechanism and the β-zincated vinylgermanes that show exceptional stability are characterized by NMR spectroscopy and X-ray crystallography. The unique feature of this new radical germylzincation reaction is that the C­(sp2)–Zn bond formed remains available for subsequent in situ Cu­(I)- or Pd(0)-mediated C–C or C–heteroatom bond formation with retention of the double bond geometry. These protocols offer modular access to elaborated tri- and tetrasubstituted vinylgermanes decorated with heteroatom substituents β to germanium that are useful for the preparation of stereodefined alkenes.
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2018-12-11
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