Radical Germylzincation of α‑Heteroatom-Substituted Alkynes
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https://figshare.com/articles/dataset/Radical_Germylzincation_of_Heteroatom-Substituted_Alkynes/7449335
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资源简介:
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.
创建时间:
2018-12-11



