Photoredox-Enabled Decarboxylative Synthesis of Unnatural α-Amino Acids

被引:12
|
作者
Shatskiy, Andrey [1 ]
Karkas, Markus D. [1 ]
机构
[1] KTH Royal Inst Technol, Dept Chem, S-10044 Stockholm, Sweden
基金
瑞典研究理事会;
关键词
amino acids; decarboxylation; photoredox catalysis; radicals; DIASTEREOSELECTIVE RADICAL-ADDITION; CATALYTIC ASYMMETRIC-SYNTHESIS; CARBOXYLIC-ACIDS; LIGHT; ESTERS; FUNCTIONALIZATION; DERIVATIVES; ALKYLATION; ROUTE; MILD;
D O I
10.1055/a-1499-8679
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Recently, development of general synthetic routes to unnatural alpha-amino acids has gained significant momentum, driven by the high demand for such building blocks in fundamental research within molecular and structural biology, as well as for development of new pharmaceuticals. Herein, we highlight the recent progress in employing photoredox-mediated synthetic methods for accessing unnatural alpha-amino acids with a focus on various decarboxylative radical-based strategies.
引用
收藏
页码:109 / 115
页数:7
相关论文
共 50 条
  • [21] Decarboxylative Alkynylation and Carbonylative Alkynylation of Carboxylic Acids Enabled by Visible-Light Photoredox Catalysis
    Zhou, Quan-Quan
    Guo, Wei
    Ding, Wei
    Wu, Xiong
    Chen, Xi
    Lu, Liang-Qiu
    Xiao, Wen-Jing
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (38) : 11196 - 11199
  • [22] The large scale synthesis of unnatural amino acids
    Ager, DJ
    Fotheringham, IG
    Laneman, SA
    Pantaleone, DP
    Taylor, PP
    CHIMICA OGGI-CHEMISTRY TODAY, 1997, 15 (3-4) : 11 - 14
  • [23] The large scale synthesis of "unnatural" amino acids
    Ager, DJ
    Fotheringham, IG
    Li, T
    Pantaleone, DP
    Senkpeil, RF
    ENANTIOMER, 2000, 5 (3-4): : 235 - 243
  • [24] Radical Decarboxylative Functionalizations Enabled by Dual Photoredox Catalysis
    Huang, Hanchu
    Jia, Kunfang
    Chen, Yiyun
    ACS CATALYSIS, 2016, 6 (08): : 4983 - 4988
  • [25] Continuous Flow Decarboxylative Monofluoroalkylation Enabled by Photoredox Catalysis
    Pasca, Francesco
    Gelato, Yuri
    Andresini, Michael
    Serbetci, Defne
    Natho, Philipp
    Romanazzi, Giuseppe
    Degennaro, Leonardo
    Colella, Marco
    Luisi, Renzo
    JACS AU, 2025, 5 (02): : 684 - 692
  • [26] Decarboxylative 1,4-Addition of α-Oxocarboxylic Acids with Michael Acceptors Enabled by Photoredox Catalysis
    Wang, Guang-Zu
    Shang, Rui
    Cheng, Wan-Min
    Fu, Yao
    ORGANIC LETTERS, 2015, 17 (19) : 4830 - 4833
  • [27] Recent advances in the synthesis of unnatural α-amino acids
    Perdih, A.
    Dolenc, M. Sollner
    CURRENT ORGANIC CHEMISTRY, 2007, 11 (09) : 801 - 832
  • [28] SYNTHESIS OF UNNATURAL HETEROCYCLIC AMINO-ACIDS
    GURVICH, V
    ZVILICHOVSKY, G
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 210 : 390 - ORGN
  • [29] Synthesis of 1,2-Amino Alcohols by Photoredox-Mediated Decarboxylative Coupling of α-Amino Acids and DNA-Conjugated Carbonyls
    Wen, Huanan
    Ge, Rui
    Qu, Yi
    Sun, Jialin
    Shi, Xiaodong
    Cui, Weiren
    Yan, Hao
    Zhang, Qi
    An, Yulong
    Su, Wenji
    Yang, Hongfang
    Kuai, Letian
    Satz, Alexander L.
    Peng, Xuanjia
    ORGANIC LETTERS, 2020, 22 (24) : 9484 - 9489
  • [30] Employing Photoredox Catalysis for DNA-Encoded Chemistry: Decarboxylative Alkylation of α-Amino Acids
    Kolmel, Dominik K.
    Loach, Richard P.
    Knauber, Thomas
    Flanagan, Mark E.
    CHEMMEDCHEM, 2018, 13 (20) : 2159 - 2165