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Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
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JoVE Journal Chemistry
Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides

DOI:
10.3791/59775-v

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07:50 min

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May 26, 2019

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, ,
1Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering,California Institute of Technology, 2Department of Chemistry,Bucknell University

Chapters

  • 00:04Title
  • 00:32Functionalized Monoorganozinc Bromide Formation and Monoorganozinc Bromide Conjugate Addition to α,β-Unsaturated Ketones
  • 02:26Extraction Work-up and Purification
  • 05:44Results: Data Analysis and Reaction Scope
  • 07:19Conclusion

Summary

Automatic Translation

Automatic Translation

A simple and practical protocol for the efficient conjugate addition of functionalized monoorganozinc bromides to cyclic α,β-unsaturated carbonyls to furnish all-carbon quaternary centers was developed.

Tags

Keywords: Copper-mediated Conjugate AdditionMonoorganozinc BromidesCyclic Alpha-beta-unsaturated CarbonylsQuaternary CentersDimethylacetamideOrganobromidesOrganozinc FormationSilyl Enol EtherHydrolysis

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