4.8 Article

Cut and Sew Transformations via Transition-Metal-Catalyzed Carbon-Carbon Bond Activation

Journal

ACS CATALYSIS
Volume 7, Issue 2, Pages 1340-1360

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.6b03210

Keywords

cut and sew; transition-metal catalysis; carbon-carbon activation; oxidative addition; reductive elimination

Funding

  1. NIGMS [R01GM109054]
  2. Welch Foundation [F1781]
  3. Ito Foundation

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The transition-metal-catalyzed cut and sew transformation has recently emerged as a useful strategy for preparing complex molecular structures. After oxidative addition of a transition metal into a carbon-carbon bond, the resulting two carbon termini can be both functionalized in one step via a following migratory insertion and reductive elimination with unsaturated units, such as alkenes, alkynes, allenes, CO, and polar multiple bonds. Three- or four-membered rings are often employed as reaction partners due to their high ring strains. The participation of nonstrained structures generally relies on cleavage of a polar carbon-CN bond or assistance of a directing group.

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