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The xanthate route to all-carbon quaternary centers

论文摘要

This review discusses the numerous routes to all-carbon quaternary centers based on the unique radical chemistry of xanthates. It summarizes the various approaches to the synthesis of tertiary xanthates then describes the intra-and intermolecular radical additions and combinations thereof that have so far been used to construct quaternary centers.

论文目录

  • 1 Introduction
  • 2 Mechanistic considerations
  • 3 Synthesis of tertiary xanthates
  •   3.1 Formation by direct substitution
  •   3.2 Formation by alkylation or xanthylation of nucleophiles
  •   3.3 Formation by conjugate addition
  •   3.4 Formation by radical addition
  •   3.5 Formation by decarbonylation and by decarboxylation
  •   3.6 Formation from diazo derivatives
  •   3.7 Remote functionalization
  •   3.8 Miscellaneous methods
  • 4 Intramolecular formation of quaternary centers
  •   4.1 Spirocyclic structures by ipso additions to aromatics
  •   4.2 Intramolecular addition of tertiary radicals
  •   4.3 Intramolecular addition of tertiary radicals generated by fragmentation
  • 5 Intermolecular formation of quaternary centers
  •   5.1 Direct addition of tertiary xanthates to alkenes
  •   5.2 Tertiary radicals from S-acyl xanthates
  •   5.3 Allylation and vinylation of tertiary radicals
  •   5.4 Formation of rings
  •   5.5 Direct substitution of heteroarenes
  • 6 Conclusions

    • 文章来源

    类型: 期刊论文

    作者: Béatrice Quiclet-Sire,Samir Z.Zard

    来源: Science China(Chemistry) 2019年11期

    年度: 2019

    分类: 工程科技Ⅰ辑

    专业: 有机化工

    单位: Laboratoire de Synthèse Organique, Ecole Polytechnique

    基金: Ecole Polytechnique,CNRS,DGA,MNRT,The Fondation Alfred Kastler,the Royal Commission for the Exhibition of 1851,the China Research Council,Aventis(now Sanofi),Rhodia(now Solvay),Syngenta

    分类号: TQ460.1

    页码: 1450-1462

    总页数: 13

    文件大小: 5178K

    下载量: 4

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