Samarium diiodide nickel diiodide an efficient system for homo and heterocoupling reactions of imines

被引：90
作者：
Machrouhi, F [1 ]
Namy, JL [1 ]
机构：
[1] Univ Paris Sud, Inst Chim Mol Orsay, CNRS, Lab React Organ Select, F-91405 Orsay, France
来源：
TETRAHEDRON LETTERS | 1999年 / 40卷 / 07期
关键词：
samarium diiodide; nickel diiodide; imines; amino alcohols;
D O I：
10.1016/S0040-4039(98)02673-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Samarium diiodide in the presence of a catalytic amount of nickel diiodide mediates a very fast dimerization of imines into vicinal diamines and the mixed coupling of imines and ketones to give beta-amino alcohols. (C) 1999 Elsevier Science Ltd. All rights reserved.
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收藏
页码：1315 / 1318
页数：4
相关论文
共 16 条
  • [1] Diastereoselective synthesis of 1,2-diphenyl-1,2-diaminoethanes by Yb(OTf)3 accelerated reductive coupling of imines
    Annunziata, R
    Benaglia, M
    Cinquini, M
    Cozzi, F
    Raimondi, L
    [J]. TETRAHEDRON LETTERS, 1998, 39 (20) : 3333 - 3336
  • [2] THE STEREOCONTROLLED FORMATION OF CYCLIC VICINAL CIS-DIOLS VIA A SAMARIUM DIIODIDE PINACOL COUPLING OF DIALDEHYDES
    CHIARA, JL
    CABRI, W
    HANESSIAN, S
    [J]. TETRAHEDRON LETTERS, 1991, 32 (09) : 1125 - 1128
  • [3] A TRICOMPONENT REACTION PROMOTED BY A TITANIUM TRICHLORIDE PYRIDINE SYSTEM DIASTEREOSELECTIVE SYNTHESIS OF BETA-AMINO-ALPHA-HYDROXYESTERS
    CLERICI, A
    CLERICI, L
    PORTA, O
    [J]. TETRAHEDRON LETTERS, 1995, 36 (33) : 5955 - 5958
  • [4] Dutta MP, 1998, SYNLETT, P857
  • [5] A ROUTE TO VICINAL DIAMINES FROM THE SAMARIUM(II) IODIDE-MEDIATED COUPLING OF ALDIMINES
    ENHOLM, EJ
    FORBES, DC
    HOLUB, DP
    [J]. SYNTHETIC COMMUNICATIONS, 1990, 20 (07) : 981 - 987
  • [6] NAPHTHALENE-CATALYZED LITHIATION OF PHENONE IMINES IN THE PRESENCE OF CARBONYL-COMPOUNDS - PREPARATION OF 1,2-AMINOALCOHOLS
    GUIJARRO, D
    YUS, M
    [J]. TETRAHEDRON, 1993, 49 (35) : 7761 - 7768
  • [7] SAMARIUM DIIODIDE-PROMOTED REDUCTIVE COUPLING OF IMINES
    IMAMOTO, T
    NISHIMURA, S
    [J]. CHEMISTRY LETTERS, 1990, (07) : 1141 - 1142
  • [8] Preparation of vicinal diimines: a new dehydrogenative coupling reaction of aldimines mediated by ytterbium metal
    Jin, WS
    Makioka, Y
    Taniguchi, Y
    Kitamura, T
    Fujiwara, Y
    [J]. CHEMICAL COMMUNICATIONS, 1998, (10) : 1101 - 1102
  • [9] Machrouhi F, 1996, SYNLETT, P633
  • [10] EFFICIENT FORMATION OF PINACOLS FROM ALDEHYDES OR KETONES MEDIATED BY SAMARIUM DIIODIDE
    NAMY, JL
    SOUPPE, J
    KAGAN, HB
    [J]. TETRAHEDRON LETTERS, 1983, 24 (08) : 765 - 766
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