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σ-Chelation-directed C–H functionalizations using Pd(<scp>ii</scp>) and Cu(<scp>ii</scp>) catalysts: regioselectivity, stereoselectivity and catalytic turnover

Organic & Biomolecular Chemistry · 2006 · Vol. 4(22) · pp. 4041–4047
Jin‐Quan YuRamesh GiriXiaohong Chen

Abstract

Recent progress in sigma-chelation directed C-H functionalization from the authors' group is described to illustrate the challenges and opportunities in the development of synthetically-useful catalytic reactions involving C-H activation as the key step. Emphasis is placed on strategies for developing catalysis under mild conditions and controlling regio- and stereoselectivity.

Catalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCyclopropane Reaction MechanismsChemistryStereoselectivityRegioselectivityCatalysisChelationCombinatorial chemistrySurface modificationOrganic chemistryStereochemistry

MeSH terms

CatalysisChelating AgentsCopperOrganic ChemicalsOxazolesPalladiumStereoisomerismMolecular Structure

Funding

  • National Science Foundation
  • Camille and Henry Dreyfus Foundation
  • Royal Society
  • University of Cambridge
Citations
303
FWCI
21.23
field-weighted impact
References
70
Percentile
100%
vs. same field & year
Citations per year
References
Palladium-Catalyzed Coupling Reactions of Aryl Chlorides
Angewandte Chemie International Edition · 2002 · 2,674 citations
Cyclopalladated Complexes in Organic Synthesis
Synthesis · 1985 · 414 citations
The first practical method for asymmetric epoxidation
Journal of the American Chemical Society · 1980 · 2,603 citations
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