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Palladium-Catalyzed Regiocontrollable Reductive Heck Reaction of Unactivated Aliphatic Alkenes

机译:钯催化未活化脂肪族烯烃的区域可控还原Heck反应

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摘要

A general Pd-catalyzed intermolecular reductive Heck reaction of both terminal and internal unactivated aliphatic alkenes has been first developed. This method affords γ- and δ-arylated alkyl carboxylic acid derivatives in high yields with complete anti -Markovnikov selectivity. Notably, the coupling process is stereoretentive for the alkyl chain. Mechanistically, alkyl palladacycle intermediates stabilized by directing group and ligand, hydride species multigenerated from PS/TFA reductant, are two key factors that successfully promote the reaction and regioselectivity.
机译:首先开发了末端和内部未活化脂族烯烃的一般Pd催化的分子间还原Heck反应。该方法以高收率提供具有完全反马尔科夫尼科夫选择性的γ-和δ-芳基化烷基羧酸衍生物。值得注意的是,偶联过程对于烷基链是立体保持性的。从机理上讲,通过引导基团和配体(从PS / TFA还原剂多生成的氢化物)稳定的烷基palladacycle中间体是成功促进反应和区域选择性的两个关键因素。

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  • 来源
    《Journal of the American Chemical Society》 |2018年第30期|9332-9336|共5页
  • 作者单位

    Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University;

    Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University;

    Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University;

    Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University;

    Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University;

    Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University,Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
  • 原文格式 PDF
  • 正文语种 eng
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