RETRACTED: Combined Photoredox/Enzymatic C-H Benzylic Hydroxylations (Retracted Article)

被引:55
|
作者
Betori, Rick C. [1 ]
May, Catherine M. [1 ]
Scheidt, Karl A. [1 ]
机构
[1] Northwestern Univ, Dept Chem, Ctr Mol Innovat & Drug Discovery, 2145 Sheridan Rd, Evanston, IL 60208 USA
关键词
C-H oxidation; chemoenzymatic catalysis; chiral alcohols; ketoreductase; photoredox catalysis; O BOND FORMATION; AEROBIC OXIDATION; FUNCTIONALIZATION; CATALYSIS; BIOCATALYSIS; PHOTOCATALYSIS; COMBINATION; ACTIVATION; EFFICIENT; AMINES;
D O I
10.1002/anie.201909426
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chemical transformations that install heteroatoms into C-H bonds are of significant interest because they streamline the construction of value-added small molecules. Direct C-H oxyfunctionalization, or the one step conversion of a C-H bond to a C-O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcohols in pharmaceuticals and natural products,. Here we report a single-flask photoredox/enzymatic process for direct C-H hydroxylation that proceeds with broad reactivity, chemoselectivity and enantioselectivity. This unified strategy advances general photoredox and enzymatic catalysis synergy and enables chemoenzymatic processes for powerful and selective oxidative transformations.
引用
收藏
页码:16490 / 16494
页数:5
相关论文
共 50 条
  • [1] RETRACTION: Combined Photoredox/Enzymatic C-H Benzylic Hydroxylations (Retraction of Vol 58, Pg 16490, 2019)
    Betori, R. C.
    May, C. M.
    Scheidt, K. A.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023,
  • [2] RETRACTED: Eosin Y catalysed photoredox synthesis: a review (Retracted Article)
    Srivastava, Vishal
    Singh, Praveen P.
    RSC ADVANCES, 2017, 7 (50) : 31377 - 31392
  • [4] Benzylic C-H acylation by cooperative NHC and photoredox catalysis
    Meng, Qing-Yuan
    Lezius, Lena
    Studer, Armido
    NATURE COMMUNICATIONS, 2021, 12 (01)
  • [5] RETRACTED: Reductive Arylation of Arylidene Malonates Using Photoredox Catalysis (Retracted Article)
    Betori, Rick C.
    Scheidt, Karl A.
    ACS CATALYSIS, 2019, 9 (11): : 10350 - +
  • [6] RETRACTED: Site-selective enzymatic C-H amidation for synthesis of diverse lactams (Retracted article. See vol. 367, pg. 155, 2020)
    Cho, Inha
    Jia, Zhi-Jun
    Arnold, Frances H.
    SCIENCE, 2019, 364 (6440) : 575 - +
  • [7] Rationalizing the Regioselectivity of Azolation of Benzylic C-H Bonds under Photoredox Catalysis
    Sanosa, Nil
    Montiel-Cervantes, Cesar
    Rubio-Munoz, Miguel
    Sampedro, Diego
    Funes-Ardoiz, Ignacio
    SYNLETT, 2024, 35 (10) : 1149 - 1152
  • [8] A photoredox/nickel dual-catalytic strategy for benzylic C-H alkoxylation
    Dong, Min
    Jia, Yuqi
    Zhou, Wei
    Gao, Jinlai
    Lv, Xiaoqing
    Luo, Fan
    Zhang, Yongqiang
    Liu, Shihui
    Organic Chemistry Frontiers, 2021, 8 (24) : 6881 - 6887
  • [9] Site-Selective Alkoxylation of Benzylic C-H Bonds by Photoredox Catalysis
    Lee, Byung Joo
    DeGlopper, Kimberly S.
    Yoon, Tehshik P.
    Advanced Materials, 2020, 132 (01) : 203 - 208
  • [10] Site-Selective Alkoxylation of Benzylic C-H Bonds by Photoredox Catalysis
    Lee, Byung Joo
    DeGlopper, Kimberly S.
    Yoon, Tehshik P.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (01) : 197 - 202