4.8 Review

Metal-Catalyzed Carbon-Carbon Bond Cleavage of Unstrained Alcohols

Journal

CHEMICAL REVIEWS
Volume 121, Issue 1, Pages 300-326

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.chemrev.0c00154

Keywords

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Funding

  1. European Research Council (ERC) [757608 ShuttleCat]
  2. ETH Zurich
  3. German Academic Scholarship Foundation

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This review focuses on recent developments in transition-metal-catalyzed cleavage of C-C bonds in unstrained alcohols via beta-carbon elimination, highlighting the mechanistic aspects of the transformations discussed and their applications in molecule deconstruction and reorganization.
The functionalization of molecules by cleaving inert carbon-carbon single bonds is regarded as a great synthetic challenge due to their inherent stability. In recent years, significant progress has been made in the activation of small rings relying on the release of strain energy. By contrast, the number of catalytic methodologies for the activation of unstrained carbon-carbon single bonds is still limited. This review focuses on the recent developments in transition-metal-catalyzed cleavage of C-C bonds in unstrained alcohols via beta-carbon elimination. Emphasis is placed on the mechanistic aspects of the discussed transformations and their applications to the deconstruction and reorganization of molecules.

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