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September 8, 2020Chemical Reviews258 citationsOpen Access

Catalytic Enantioselective Functionalizations of C–H Bonds by Chiral Iridium Complexes

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ŁWŁukasz WoźniakJTJin-Fay TanQNQui-Hien Nguyen

Key Points

  • To provide a comprehensive overview of enantioselective C–H bond functionalization catalyzed by chiral iridium complexes, emphasizing the fundamental mechanisms of the C–H activation step.
  • Synthesized two decades of literature on transition-metal catalyzed stereocontrolled organic synthesis.
  • Categorized iridium catalytic systems across various classes of chiral ligands.
  • Evaluated reaction pathways and mechanistic studies governing the C–H activation process.
  • Demonstrated that chiral iridium catalysts provide robust stereocontrol for functionalizing unreactive C–H bonds into complex chiral molecular architectures.
  • Elucidated the key mechanistic pathways and ligand designs that dictate enantioselectivity during C–H bond cleavage.

Abstract

The development of catalytic enantioselective transformations, enabling the construction of complex molecular scaffolds from simple precursors, has been a long-standing challenge in organic synthesis. Recent achievements in transition-metal catalyzed enantioselective functionalizations of carbon-hydrogen (C-H) bonds represent a promising pathway toward this goal. Over the last two decades, iridium catalysis has evolved as a valuable tool enabling the stereocontrolled synthesis of chiral molecules via C-H activation. The development of iridium-based systems with various chiral ligand classes, as well as studies of their reaction mechanisms, has resulted in dynamic progress in this area. This review aims to present a comprehensive picture of the enantioselective functionalizations of C-H bonds by chiral iridium complexes with emphasis on the mechanisms of the C-H activation step.

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Cite This Study

Woźniak et al. (2020) studied this question.

synapsesocial.com/papers/6a0a56a6839f3dcd48b4f10bhttps://doi.org/10.1021/acs.chemrev.0c00559
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