A Palladium-Catalyzed Domino Reaction as Key Step for the Synthesis of Functionalized Aromatic Amino Acids

被引：11
作者：
Stark, Tina [1 ]
Suhartono, Marcel [1 ,2 ]
Goebel, Michael W. [1 ]
Lautens, Mark [2 ]
机构：
[1] Goethe Univ Frankfurt, Inst Organ Chem & Chem Biol, D-60438 Frankfurt, Germany
[2] Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
来源：
SYNLETT | 2013年 / 24卷 / 20期
基金：
加拿大自然科学与工程研究理事会;
关键词：
C-H activation; artificial amino acids; asymmetric synthesis; norbornene; Catellani reaction; ASYMMETRIC-SYNTHESIS; COMPLEX; IODIDES; INDOLES; TOOL;
D O I：
10.1055/s-0033-1339892
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A variety of substituted aromatic systems are synthesized by the Catellani reaction. These are used as precursors for novel amino acids with a basic side chain.
引用
收藏
页码：2730 / 2734
页数：5
相关论文
共 34 条
  • [1] Ackermann L., 2012, HDB GREEN CHEM, P259
  • [2] Rates of the oxidative addition of benzyl halides to a metallacyclic palladium(II) complex and of the reductive elimination from a benzyl-palladium(IV) complex
    Amatore, Christian
    Catellani, Marta
    Deledda, Sara
    Jutand, Anny
    Motti, Elena
    [J]. ORGANOMETALLICS, 2008, 27 (18) : 4549 - 4554
  • [3] Crucial role of anions on the deprotonation of the cationic dihydrogen complex trans-[FeH(η2-H2)(dppe)2]+
    Basallote, Manuel G.
    Besora, Maria
    Castillo, C. Esther
    Fernandez-Trujillo, Maria J.
    Lledos, Agusti
    Maseras, Feliu
    Manez, M. Angeles
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (20) : 6608 - 6618
  • [4] Formal Synthesis of Nitidine and Nk109 via Palladium-Catalyzed Domino Direct Arylation/N-Arylation of Aryl Triflates
    Blanchot, Mathieu
    Candito, David A.
    Larnaud, Florent
    Lautens, Mark
    [J]. ORGANIC LETTERS, 2011, 13 (06) : 1486 - 1489
  • [5] Probing the importance of the hemilabile site of bis(phosphine) monoxide Ligands in the copper-catalyzed addition of diethylzinc to N-phosphinoylimines:: Discovery of new effective chiral Ligands
    Bonnaventure, Isabelle
    Charette, Andre B.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (16) : 6330 - 6340
  • [6] Exploiting the Chemistry of Strained Rings: Synthesis of Indoles via Domino Reaction of Aryl Iodides with 2H-Azirines
    Candito, David A.
    Lautens, Mark
    [J]. ORGANIC LETTERS, 2010, 12 (15) : 3312 - 3315
  • [7] Palladium-Catalyzed Domino Direct Arylation/N-Arylation: Convenient Synthesis of Phenanthridines
    Candito, David A.
    Lautens, Mark
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (36) : 6713 - 6716
  • [8] Aryl transfer between Pd(II) centers or Pd(IV) intermediates in Pd-catalyzed domino reactions
    Cárdenas, DJ
    Martín-Matute, B
    Echavarren, AM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (15) : 5033 - 5040
  • [9] A complex catalytic cycle leading to a regioselective synthesis of o,o'-disubstituted vinylarenes
    Catellani, M
    Frignani, F
    Rangoni, A
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (1-2): : 119 - 122
  • [10] A catalytic process based on sequential ortho-alkylation and vinylation of ortho-alkylaryl iodides via palladacycles
    Catellani, M
    Cugini, F
    [J]. TETRAHEDRON, 1999, 55 (21) : 6595 - 6602
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