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Synlett 1991; 1991(6): 369-380
DOI: 10.1055/s-1991-20735
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The Transformation of Aromatics into Regio- and Stereocontrolled Heterobifunctional Cyclohexadienes Mediated by Temporary Sandwich Complexation. Roles of Electron, Proton, Hydride and Hydrogen-Atom Transfers

Didier Astruc*
  • *Laboratoire de Chimie Organique et Organométallique, URA CNRS N° 35, Université de Bordeaux I, 351 Cours de la Libération, F-33405 Talence Cedex, France
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Publikationsdatum:
07. März 2002 (online)

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The dications [Fe(arene)]2+ were transformed into mono- and heterobifunctional cyclohexadienes upon two successive regio- and stereospecific nucleophilic attacks. Electron, proton, hydride and hydrogen atom transfers play key activating and protecting roles in these reactions. 1. Introduction 2. Synthesis of Monofunctional Cyclohexadienes by Double Nucleophilic Attack 3. The Use of Protection by Hydride and Electron Transfer to Synthesize Heterobifunctional Cyclohexadienes 4. The Combined Use of Electron, Proton, Hydride and Hydrogen Atom Transfer 5. Conclusion