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<p>Transition-metal-catalysed asymmetric C(<i>sp</i><sup>3</sup>)–C(<i>sp</i><sup>3</sup>) bond-forming reactions relying on directing groups or <i>π</i>-conjugated systems as auxiliaries have achieved tremendous success. In contrast, non-conjugated silyl groups inherently lack these auxiliary properties, rendering their application in enantioselective C(<i>sp</i><sup>3</sup>)–C(<i>sp</i><sup>3</sup>) coupling particularly challenging. Here, we report a cobalt-catalysed enantioselective hydroalkylation of vinylsilanes and allylsilanes, wherein α-silyl or β-silyl substituents are used to facilitate the enantioselective C(<i>sp</i><sup>3</sup>)–C(<i>sp</i><sup>3</sup>) bond formation. Notably, this strategy has been extended to germanium-containing alkenes. The protocol exhibits remarkable enantioselectivity and functional group compatibility, thereby establishing a versatile platform for the stereodefined synthesis of synthetically useful chiral organosilanes and organogermanes in pharmaceutical chemistry.</p><p></p>

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Modular construction of α- or β-stereogenic organosilanes and organogermanes via enantioselective alkene hydroalkylation

  • 期刊论文

  • 发表日期：

    2025年8月22日

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  • Xiao Hu,
  • Chen Wang,
  • Lu Yu,
  • Yi-Zhou Tong,
  • Zhen Li,
  • Yan Li,
  • Zhe Chang,
  • Jun-Yang Zhang,
  • Jian Kuang,
  • Deguang Liu,
  • Changlin Tian,
  • Yun-He Xu,
  • Xi Lu,
  • Yao Fu

摘要

Transition-metal-catalysed asymmetric C(sp3)–C(sp3) bond-forming reactions relying on directing groups or π-conjugated systems as auxiliaries have achieved tremendous success. In contrast, non-conjugated silyl groups inherently lack these auxiliary properties, rendering their application in enantioselective C(sp3)–C(sp3) coupling particularly challenging. Here, we report a cobalt-catalysed enantioselective hydroalkylation of vinylsilanes and allylsilanes, wherein α-silyl or β-silyl substituents are used to facilitate the enantioselective C(sp3)–C(sp3) bond formation. Notably, this strategy has been extended to germanium-containing alkenes. The protocol exhibits remarkable enantioselectivity and functional group compatibility, thereby establishing a versatile platform for the stereodefined synthesis of synthetically useful chiral organosilanes and organogermanes in pharmaceutical chemistry.