A modified palladium catalysed reductive amination procedure

被引:40
作者
Berdini, V
Cesta, MC
Curti, R
D'Anniballe, G
Di Bello, N
Nano, G
Nicolini, L
Topai, A
Allegretti, M
机构
[1] Astex Technol, Cambridge CB4 0WE, England
[2] Dompe SpA, Ctr Res & Dev, Dept Chem, I-67100 Laquila, Italy
关键词
reductive amination; palladium catalysis; tropanone; 3-endotropanamine; hemiaminal; ammonium formate;
D O I
10.1016/S0040-4020(02)00530-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New, extended applications of a modified palladium catalysed reductive amination procedure are described; a mechanistic hypothesis alternative to the common imine pathway is proposed. This versatile method advances the usual reductive amination processes in terms of yield and shows high stereoselectivity whether applied to constrained carbonyl compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5669 / 5674
页数:6
相关论文
共 15 条
  • [1] REDUCTIVE AMINATION OF ALDEHYDES AND KETONES BY USING SODIUM TRIACETOXYBOROHYDRIDE
    ABDELMAGID, AF
    MARYANOFF, CA
    CARSON, KG
    [J]. TETRAHEDRON LETTERS, 1990, 31 (39) : 5595 - 5598
  • [2] ALDER K, 1953, BERICHTE, V86, P1544
  • [3] One-pot, new stereoselective synthesis of endo-tropanamine
    Allegretti, M
    Berdini, V
    Cesta, MC
    Curti, R
    Nicolini, L
    Topai, A
    [J]. TETRAHEDRON LETTERS, 2001, 42 (25) : 4257 - 4259
  • [4] 3-ALPHA-(2-DIETHYLAMINOETHYL)-AMINOTROPANE AND RELATED COMPOUNDS
    ARCHER, S
    LEWIS, TR
    UNSER, MJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (15) : 4194 - 4198
  • [5] THE STEREOCHEMISTRY OF CYCLOHEXANE DERIVATIVES
    BARTON, DHR
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1953, (MAR): : 1027 - 1040
  • [6] CYANOHYDRIDOBORATE ANION AS A SELECTIVE REDUCING AGENT
    BORCH, RF
    BERNSTEIN, MD
    DURST, HD
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (12) : 2897 - +
  • [7] Development of a manufacturing process for zatosetron maleate
    Burks, JE
    Espinosa, L
    LaBell, ES
    McGill, JM
    Ritter, AR
    Speakman, JL
    Williams, M
    [J]. ORGANIC PROCESS RESEARCH & DEVELOPMENT, 1997, 1 (03) : 198 - 210
  • [8] DEBENNEVILLE PL, 1950, J AM CHEM SOC, V15, P464
  • [9] JOHNSTON RAW, 1985, CHEM REV, V85, P149
  • [10] LANE CF, 1975, SYNTHESIS-STUTTGART, P135