Catalytic Decarboxylative Reactions: Biomimetic Approaches Inspired by Polyketide Biosynthesis

被引:117
|
作者
Pan, Yuanhang [1 ]
Tan, Choon-Hong [1 ]
机构
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
来源
SYNTHESIS-STUTTGART | 2011年 / 13期
关键词
decarboxylative reactions; organocatalytic reactions; malonic acid half thioester; asymmetric catalysis; enantioselectivity; ENANTIOSELECTIVE DECARBOXYLATION; CLAISEN CONDENSATION; HALF-THIOESTERS; ALDOL REACTIONS; ESTERS; 1,4-ADDITION; DERIVATIVES; ROUTE;
D O I
10.1055/s-0030-1260607
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This short review summarizes decarboxylative reactions of malonic acid half thio/oxyester mediated by metal complexes and organocatalysts. These biomimetic reactions are inspired by similar reactions catalyzed by polyketide synthase. While they have been known for several decades, this is the first review of these reactions.
引用
收藏
页码:2044 / 2053
页数:10
相关论文
共 50 条
  • [31] ENGINEERED BIOSYNTHESIS OF NOVEL POLYKETIDES - INFLUENCE OF A DOWNSTREAM ENZYME ON THE CATALYTIC SPECIFICITY OF A MINIMAL AROMATIC POLYKETIDE SYNTHASE
    MCDANIEL, R
    EBERTKHOSLA, S
    FU, H
    HOPWOOD, DA
    KHOSLA, C
    PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1994, 91 (24) : 11542 - 11546
  • [32] UV-irradiation-mediated palladium nanoparticle catalytic system: Heck and decarboxylative coupling reactions
    Kim, Han-Sung
    Kim, Ji Dang
    Choi, Hyun Chul
    Lee, Sunwoo
    MOLECULAR CATALYSIS, 2017, 441 : 21 - 27
  • [33] Approaches to catalytic asymmetric formation and reactions of lithium enolates
    Univ of Tokyo, Tokyo, Japan
    Yuki Gosei Kagaku Kyokaishi, 11 (1021-1032):
  • [34] Redox Approaches to Carbene Generation in Catalytic Cyclopropanation Reactions
    Liu, Mingxin
    Uyeda, Christopher
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2024, 63 (29)
  • [35] APPROACHES TO CATALYTIC ASYMMETRIC FORMATION AND REACTIONS LITHIUM ENOLATES
    KOGA, K
    SHINDO, M
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1995, 53 (11) : 1021 - 1032
  • [36] Predictive model for the rates of decarboxylation of silver benzoate complexes relevant to catalytic decarboxylative coupling reactions
    Hoover, Jessica
    Crovak, Robert
    Ciccone, Sierra
    Honeycutt, Aaron
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
  • [37] Natural Products as Inspiration for Reaction Development: Catalytic Enantioselective Decarboxylative Reactions of Prochiral Enolate Equivalents
    Behenna, Douglas C.
    Stoltz, Brian M.
    INVENTING REACTIONS, 2013, 44 : 281 - 313
  • [38] Catalytic Enantioselective Decarboxylative Aldol Reactions of Malonic Acid Half Thio(oxy)ester and β-Ketoacids
    Chowdhury, Raghunath
    Dubey, Akhil K.
    Waser, Mario
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (13)
  • [39] RuBisCO-Inspired Biomimetic Approaches to Reversible CO2 Capture from Air
    Glaser, Rainer
    ADVANCES IN CO2 CAPTURE, SEQUESTRATION, AND CONVERSION, 2015, 1194 : 265 - 293
  • [40] Heterogeneous catalytic approaches in C-H activation reactions
    Santoro, Stefano
    Kozhushkov, Sergei I.
    Ackermann, Lutz
    Vaccaro, Luigi
    GREEN CHEMISTRY, 2016, 18 (12) : 3471 - 3493