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  • 标题:Iron-Catalyzed Asymmetric Hydrosilylation of Vinylcyclopropanes via Stereospecific C-C Bond Cleavage
  • 本地全文:下载
  • 作者:Chenhui Chen ; Hongliang Wang ; Yufeng Sun
  • 期刊名称:iScience
  • 印刷版ISSN:2589-0042
  • 出版年度:2020
  • 卷号:23
  • 期号:4
  • 页码:1-334
  • DOI:10.1016/j.isci.2020.100985
  • 语种:English
  • 出版社:Elsevier
  • 摘要:SummaryAn iron-catalyzed highly anti-Markovnikov selective, enantioselective hydrosilylation of vinylcyclopropanes with PhSiH3was reported for the preparation of valuable chiral allylic silanes via stereospecific C-C bond cleavage. Simultaneously, difficultly prepared chiral VCPs could be also obtained with moderate to excellent enantioselectivity via this kinetic resolution pathway. The chiralZ-allylic silanes could be converted to various chiral allylic derivatives. A possible mechanism via an iron-silyl species was proposed based on experimental and computational studies.Graphical AbstractDisplay OmittedHighlights•Iron-catalyzed 1,5-hydrosilylation of VCPs via C-C bond cleavage was first established•Chiral allyl silanes and chiral VCPs were obtained with high enantioselectivity•Various chiral allylic derivatives were delivered from chiralZ-allylic silanes•A possible mechanism via an iron-silyl species was proposedCatalysis; Organic Chemistry; Organic Synthesis
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