Synthesis of new chiral 1,2-disubstituted ferrocenes

被引：6
|
作者：
Fleischer, I [1 ]
Toma, S [1 ]
机构：
[1] Comenius Univ, Fac Nat Sci, Dept Organ Chem, SK-84215 Bratislava, Slovakia
来源：
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS | 2004年 / 69卷 / 02期
关键词：
ferrocenes; planar chirality; diastereoselective reactions; ferrocenecarbaldehydes; pyrrolidines; oxidations;
D O I：
10.1135/cccc20040330
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Synthesis of six chiral 1,2-disubstituted ferrocene derivatives is described starting from (S)-{[2-(methoxymethyl) pyrrolidin-1-yl] methyl} ferrocene (2) and {[N-((1R, 2S)-methoxy-1- methyl-2-phenethyl)-N-methylamino] methyl} ferrocene (3). Oxidation of the (N- substituted aminomethyl) ferrocenes with active MnO2 furnished the corresponding 2- substituted ferrocenecarbaldehydes.
引用
收藏
页码：330 / 338
页数：9
相关论文
共 50 条
  • [1] Chiral sulfur-containing 1,2-disubstituted ferrocenes
    Lagneau, NM
    Chen, Y
    Robben, PM
    Sin, HS
    Takasu, K
    Chen, JS
    Robinson, PD
    Hua, DH
    [J]. TETRAHEDRON, 1998, 54 (26) : 7301 - 7334
  • [2] NEW WAY TO ENANTIOMETRIC 1,2-DISUBSTITUTED FERROCENES
    SOKOLOV, VI
    TROITSKAIA, LL
    REUTOV, OA
    [J]. DOKLADY AKADEMII NAUK SSSR, 1979, 246 (01): : 124 - 126
  • [3] ACETOXYMERCURATION OF ACYLFERROCENES A NOVEL SYNTHESIS OF 1,2-DISUBSTITUTED FERROCENES
    KOVAR, RF
    RAUSCH, MD
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1972, 35 (02) : 351 - &
  • [4] A straightforward asymmetric synthesis of enantiopure 1,2-disubstituted ferrocenes
    Riant, O
    Argouarch, G
    Guillaneux, D
    Samuel, O
    Kagan, HB
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (10): : 3511 - 3514
  • [5] Improved Syntheses of 1,2-Disubstituted Ferrocenes
    Werner, Georg
    Butenschoen, Holger
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2017, (02) : 378 - 387
  • [6] Enantioselective synthesis of sulfur-containing 1,2-disubstituted ferrocenes
    Hua, DH
    Lagneau, NM
    Chen, Y
    Robben, PM
    Clapham, G
    Robinson, PD
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (14): : 4508 - 4509
  • [7] UNSYMMETRICALLY DISUBSTITUTED FERROCENES .I. SYNTHESIS OF 1,2-DISUBSTITUTED FERROCENES BY METALLATION AND NUCLEOPHILIC SUBSTITUTION REACTIONS
    HADLINGTON, M
    ROCKETT, BW
    NELHANS, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (15): : 1436 - +
  • [8] DIASTEREOGENIC REACTIONS FROM 1,2-DISUBSTITUTED FERROCENES
    MOISE, C
    TIROUFLE.J
    SAUTREY, D
    [J]. COMPTES RENDUS HEBDOMADAIRES DES SEANCES DE L ACADEMIE DES SCIENCES SERIE C, 1970, 271 (15): : 951 - &
  • [9] Chemoenzymatic synthesis of optically active 1,2-disubstituted ferrocenes with planar chirality
    Merabet-Khellasi, Mounia
    Aribi-Zouioueche, Louisa
    Riant, Olivier
    [J]. TETRAHEDRON-ASYMMETRY, 2009, 20 (12) : 1371 - 1377
  • [10] FERROCENE STUDIES .7. 1,2-DISUBSTITUTED FERROCENES
    MOYNAHAN, EB
    POPP, FD
    [J]. CANADIAN JOURNAL OF CHEMISTRY, 1971, 49 (21): : 3565 - &
12345