Hydrogenation of β-N-Substituted and β-N,N-Disubstituted Enamino Esters in the Presence of Iridium(I) Catalyst

被引:7
|
作者
Hebbache, Hania [1 ,2 ]
Hank, Zakia [2 ]
Bruneau, Christian [1 ]
Renaud, Jean-Luc [3 ]
机构
[1] Univ Rennes 1, CNRS, UMR 6226, F-35042 Rennes, France
[2] Univ Sci & Technol Houari Boumed, Lab Electrochim Corros Met & Chim Minerale, Fac Chim, Bab Ezzouar, Alger, Algeria
[3] Univ Caen, ENSICAEN, Lab Chim Mol & Thioorgan, UMR 6507,INC3M,FR 3038, F-14050 Caen, France
来源
SYNTHESIS-STUTTGART | 2009年 / 15期
关键词
catalysis; hydrogenation; iridium; beta-amino esters; AMINO-ACID-DERIVATIVES; ASYMMETRIC HYDROGENATION; ENANTIOSELECTIVE SYNTHESIS; CONJUGATE ADDITION; EFFICIENT SYNTHESIS; LACTAMS; AMIDES; AMINOHYDROXYLATION; CYCLOADDITION; CISPENTACIN;
D O I
10.1055/s-0029-1217405
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several new beta-amino esters were prepared in two simple steps from beta-keto ester derivatives and primary and secondary amines under mild conditions. The hydrogenation of various enamino esters was performed at 50 degrees C in the presence of iridium catalysts. The new beta-N-substituted amino esters were isolated in high yields.
引用
收藏
页码:2627 / 2633
页数:7
相关论文
共 50 条
  • [1] FUNCTIONALIZATION REACTIONS OF N-NONSUBSTITUTED, N-SUBSTITUTED AND N,N-DISUBSTITUTED HYDRAZONES IN THE PRESENCE OF CuCl CATALYST
    Niyazova, A. A.
    NEW MATERIALS COMPOUNDS AND APPLICATIONS, 2021, 5 (03): : 235 - 244
  • [2] RADICAL COPOLYMERIZABILITIES OF N-SUBSTITUTED AND N,N-DISUBSTITUTED METHACRYLAMIDES
    YOKOTA, K
    ODA, J
    KOG KAGAKU ZASSHI, 1970, 73 (01): : 224 - &
  • [3] THE PREPARATION OF SEVERAL N-SUBSTITUTED AND N,N-DISUBSTITUTED FERROCENESULFONAMIDES
    SLOCUM, DW
    ACHERMANN, W
    SYNTHESIS AND REACTIVITY IN INORGANIC AND METAL-ORGANIC CHEMISTRY, 1982, 12 (04): : 397 - 405
  • [4] ELECTROLYTIC BENZOYLOXYLATION OF N, N-DISUBSTITUTED FORMAMIDES, N-SUBSTITUTED LACTAMS, AND N-SUBSTITUTED CYCLIC IMIDES
    ARITA, S
    HIRAI, N
    NISHIMUR.Y
    TAKESHIT.K
    NIPPON KAGAKU KAISHI, 1973, (11) : 2160 - 2165
  • [5] Guanidino N-substituted and N,N-disubstituted derivatives of the κ-opioid antagonist GNTI
    Black, SL
    Chauvignac, C
    Grundt, P
    Miller, CN
    Wood, S
    Traynor, JR
    Lewis, JW
    Husbands, SM
    JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (25) : 5505 - 5511
  • [6] HYDROLYSIS OF N,N-DISUBSTITUTED IMIDATE ESTERS
    SMITH, VF
    SCHMIR, GL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (11) : 3171 - 3177
  • [7] KINETICS OF NUCLEOPHILIC-ADDITION OF PIPERIDINE AND GLYCINE TO N-SUBSTITUTED AND N,N-DISUBSTITUTED ACRYLAMIDES
    GAVENAS, G
    DIENYS, G
    ADOMENIENE, O
    ORGANIC REACTIVITY, 1984, 21 (03): : 295 - 303
  • [8] Synthesis, antifungal activity and SAR of N-substituted and N,N-disubstituted 2,4-dihydroxythiobenzamides
    Niewiadomy, A
    Matysiak, J
    Fekner, Z
    Czeczko, R
    JOURNAL OF PESTICIDE SCIENCE, 2006, 31 (01) : 14 - 22
  • [9] LOCAL-ANESTHETICS .4. SYNTHESIS AND ACTIVITY OF 2-(N-SUBSTITUTED OR N,N-DISUBSTITUTED AMINOACETAMIDO)-4-SUBSTITUTED OR N,N-DISUBSTITUTED AMINOACETAMIDO-4,5-SUBSTITUTED THIAZOLES
    LAKHAN, R
    RAI, BJ
    FARMACO-EDIZIONE SCIENTIFICA, 1986, 41 (10): : 788 - 793
  • [10] Asymmetric transfer hydrogenations of β-N-substituted enamino esters with ammonia borane
    Zhao, Weiwei
    Feng, Xiangqing
    Yang, Jing
    Du, Haifeng
    TETRAHEDRON LETTERS, 2019, 60 (17) : 1193 - 1196