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Chiral Transient Directing Groups in Transition-Metal-Catalyzed Enantioselective C-H Bond Functionalization

Journal

ACS CATALYSIS
Volume 10, Issue 21, Pages 12898-12919

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.0c03317

Keywords

transition metal; chiral transient directing group; asymmetric transformations; dual catalysis; synthetic methodology; C-H bond functionalization

Funding

  1. Labex SynOrg [ANR-11-LABX-0029]
  2. European Research Council [758710]
  3. European Research Council (ERC) [758710] Funding Source: European Research Council (ERC)

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Transition-metal-catalyzed C-H bond functionalization has known a rapid evolution in the last years, offering modern strategies for reaching high molecular complexity in a step- and atom-economical way. Despite the indisputable advances, selectivity issues still remain, given the ubiquity of C-H bonds on molecules; thus, several approaches have been developed to tackle this challenge. Among them, the use of a transient directing group has emerged as an effective tool, circumventing the need for extra synthetic steps to install and then cleave a directing group on the molecule. More recently, this strategy has been successfully applied to the even more challenging transition-metal-catalyzed enantioselective C-H bond functionalization. This review will highlight and discuss the main advances made in the use of a chiral transient directing group for the enantioselective functionalization of C(sp(2))-H and C(sp(3))-H bonds by transition-metal catalysis.

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