Efficient synthesis of β,γ-alkynyl α-amino acid derivatives by Ag(I)-catalyzed alkynylation of α-imino esters

被引：72
|
作者：
Ji, JX
Au-Yeung, TL
Wu, J
Yip, CW
Chan, ASC [1 ]
机构：
[1] Hong Kong Polytech Univ, Inst Mol Technol Drug Discovery, Open Lab Chirotechnol, Hong Kong, Hong Kong, Peoples R China
[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2004年 / 346卷 / 01期
关键词：
alkynes; alpha-amino acids; alpha-imino ester; catalytic synthesis; silver(I) salt;
D O I：
10.1002/adsc.200303148
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
The first catalytic synthesis of beta,gamma-alkynyl alpha-amino acid derivatives was achieved by direct addition of terminal alkynes to alpha-imino esters in the presence of an Ag(I) salt under mild reaction conditions.
引用
收藏
页码：42 / 44
页数：3
相关论文
共 50 条
  • [41] Catalyzed synthesis of β-amino acids esters
    Dokichev, T. V.
    Latypova, D. R.
    Shakirov, R. R.
    Biglova, R. Z.
    Talipov, R. F.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 46 (05) : 755 - 757
  • [42] Novel phosphonoacetic acid derivatives.: Synthesis of N-(ethoxycarbonylmethylphosphonyl)-α-amino acid esters and -α-amino phosphonic acid esters and their bioactivities
    Li, HY
    Ren, KT
    Chen, RY
    CHINESE CHEMICAL LETTERS, 1997, 8 (12) : 1047 - 1050
  • [43] Synthesis of Isoquinoline Derivatives via Ag-Catalyzed Cyclization of 2-Alkynyl Benzyl Azides
    Niu, Yan-Ning
    Yan, Ze-Yi
    Gao, Guo-Lin
    Wang, Hong-Li
    Shu, Xing-Zhong
    Ji, Ke-Gong
    Liang, Yong-Min
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (07): : 2893 - 2896
  • [44] Enantioselective synthesis of 3-amino-hydrobenzofuran-2,5-diones via Cu(i)-catalyzed intramolecular conjugate addition of imino esters
    Yang, Wu-Lin
    Sun, Zhong-Tao
    Zhang, Jian
    Li, Zhong
    Deng, Wei-Ping
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (05): : 579 - 583
  • [45] Efficient Alkynylation of 2-Oxindoles with Alkynyl Dibenzothiophenium Triflates: Total Synthesis of (±)-Deoxyeseroline
    Roy, Avishek
    Maity, Arindam
    Giri, Rahul
    Bisai, Alakesh
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 9 (02) : 226 - 232
  • [46] Efficient Synthesis of α-Amino Acid Derivatives via Phase-transfer-catalyzed Directed Reductive Amination
    Zhang Xiaohua
    Ye Wenjing
    Wang Kuanglei
    Tian Yongshou
    Xiao Xiao
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2015, 31 (02) : 203 - 207
  • [47] Efficient synthesis of α-amino acid derivatives via phase-transfer-catalyzed directed reductive amination
    Xiaohua Zhang
    Wenjing Ye
    Kuanglei Wang
    Yongshou Tian
    Xiao Xiao
    Chemical Research in Chinese Universities, 2015, 31 : 203 - 207
  • [48] Synthesis and properties of benzothiazolylamino(imino)propionic acid esters
    Ambartsumova, RF
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1997, (07): : 981 - 987
  • [49] Organocatalytic Enantioselective Synthesis of Tetrasubstituted α-Amino Allenoates by Dearomative γ-Addition of 2,3-Disubstituted Indoles to β,γ-Alkynyl-α-imino Esters
    Yang, Junxian
    Wang, Zheng
    He, Zeyuan
    Li, Guofeng
    Hong, Liang
    Sun, Wangsheng
    Wang, Rui
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (02) : 642 - 647
  • [50] SELENIUM-CATALYZED SYNTHESIS OF UREA DERIVATIVES FROM AMINO-ACID ESTERS, CARBON-MONOXIDE, AND OXYGEN
    KONDO, K
    MURATA, K
    MIYOSHI, N
    MURAI, S
    SONODA, N
    SYNTHESIS-STUTTGART, 1979, (09): : 735 - 736
12345