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Diverse Approaches for Enantioselective C-H Functionalization Reactions Using Group 9 Cpx MIII Catalysts.
Chemistry. 2020 Jun 10; 26(33):7346-7357.C

Abstract

Transition-metal-catalyzed C-H functionalization reactions with Cp*MIII catalysts (M=Co, Rh, Ir) have found a wide variety of applications in organic synthesis. Albeit the intrinsic difficulties in achieving catalytic stereocontrol using these catalysts due to their lack of additional coordination sites for external chiral ligands and the conformational flexibility of the Cp ligand, catalytic enantioselective C-H functionalization reactions using the Group 9 metal triad with Cp-type ligands have been intensively studied since 2012. In this minireview, the progress in these reactions according to the type of the chiral catalyst used are summarized and discussed. The development of chiral Cpx ligands the metal complexes thereof, artificial metalloenzymes, chiral carboxylate-assisted enantioselective C-H activations, enantioselective alkylations assisted by chiral carboxylic acids or chiral sulfonates, and chiral transient directing groups are discussed.

Authors+Show Affiliations

Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-ku, Sapporo, 060-0812, Japan.Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-ku, Sapporo, 060-0812, Japan.Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-ku, Sapporo, 060-0812, Japan.

Pub Type(s)

Journal Article
Review

Language

eng

PubMed ID

31994236

Citation

Yoshino, Tatsuhiko, et al. "Diverse Approaches for Enantioselective C-H Functionalization Reactions Using Group 9 Cpx MIII Catalysts." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 26, no. 33, 2020, pp. 7346-7357.
Yoshino T, Satake S, Matsunaga S. Diverse Approaches for Enantioselective C-H Functionalization Reactions Using Group 9 Cpx MIII Catalysts. Chemistry. 2020;26(33):7346-7357.
Yoshino, T., Satake, S., & Matsunaga, S. (2020). Diverse Approaches for Enantioselective C-H Functionalization Reactions Using Group 9 Cpx MIII Catalysts. Chemistry (Weinheim an Der Bergstrasse, Germany), 26(33), 7346-7357. https://doi.org/10.1002/chem.201905417
Yoshino T, Satake S, Matsunaga S. Diverse Approaches for Enantioselective C-H Functionalization Reactions Using Group 9 Cpx MIII Catalysts. Chemistry. 2020 Jun 10;26(33):7346-7357. PubMed PMID: 31994236.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Diverse Approaches for Enantioselective C-H Functionalization Reactions Using Group 9 Cpx MIII Catalysts. AU - Yoshino,Tatsuhiko, AU - Satake,Shun, AU - Matsunaga,Shigeki, Y1 - 2020/04/09/ PY - 2019/11/30/received PY - 2020/1/30/pubmed PY - 2020/1/30/medline PY - 2020/1/30/entrez KW - C−H activation KW - asymmetric catalysis KW - cobalt KW - iridium KW - rhodium SP - 7346 EP - 7357 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 26 IS - 33 N2 - Transition-metal-catalyzed C-H functionalization reactions with Cp*MIII catalysts (M=Co, Rh, Ir) have found a wide variety of applications in organic synthesis. Albeit the intrinsic difficulties in achieving catalytic stereocontrol using these catalysts due to their lack of additional coordination sites for external chiral ligands and the conformational flexibility of the Cp ligand, catalytic enantioselective C-H functionalization reactions using the Group 9 metal triad with Cp-type ligands have been intensively studied since 2012. In this minireview, the progress in these reactions according to the type of the chiral catalyst used are summarized and discussed. The development of chiral Cpx ligands the metal complexes thereof, artificial metalloenzymes, chiral carboxylate-assisted enantioselective C-H activations, enantioselective alkylations assisted by chiral carboxylic acids or chiral sulfonates, and chiral transient directing groups are discussed. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/31994236/Diverse_Approaches_for_Enantioselective_C_H_Functionalization_Reactions_Using_Group_9_Cpx_MIII_Catalysts_ DB - PRIME DP - Unbound Medicine ER -