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A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
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JoVE Journal Chemistry
A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species

DOI:
10.3791/57916-v

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08:12 min

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August 16, 2018

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, , , , , ,
1Department of Chemical Sciences,Ariel University

Chapters

  • 00:04Title
  • 01:16Preparation of the Enolonium Species
  • 02:42Functionalization of the Enolonium Species
  • 06:10Results: Scope of Umpolung Functionalization of Ketones
  • 07:04Conclusion

Summary

Automatic Translation

Automatic Translation

A two step one-pot protocol for the umpolung of ketone enolates to enolonium species and addition of a nucleophile to the α-position is described. Nucleophiles include chloride, azide, azoles, allyl-silanes, and aromatic compounds.

Tags

Keywords: UmpolungKetone FunctionalizationEnolonium SpeciesTwo-step ProtocolAllylsilanesAromatic CompoundsChloridesAzidesAzolesHypervalent IodineTMS-enolateDimerization

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