Derivatives of (S)-{[2-(methoxymethyl)pyrrolidin-1-yl]-methyl}ferrocene -: New planar chiral ligands

被引:3
|
作者
Sebesta, R [1 ]
Salisová, M [1 ]
机构
[1] Comenius Univ, Fac Nat Sci, Dept Organ Chem, Bratislava 84215, Slovakia
关键词
amino alcohols; ferrocenes; metallocenes; ferrocenyl ligands; planar chirality; asymmetric catalysis; diethylzinc addition;
D O I
10.1135/cccc20021700
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New planar chiral amino-alcohol ferrocene ligands based on (S)-2-(methoxymethyl) pyrrolidine were synthesized and employed in the enantioselective addition of diethylzinc to benzaldehyde with enantioselectivity up to 82%. The effect of planar chirality was evaluated.
引用
收藏
页码:1700 / 1708
页数:9
相关论文
共 50 条
  • [21] Synthesis of highly functionalized 2-(pyrrolidin-1-yl)thiazole frameworks with interesting antibacterial and antimycobacterial activity
    Belveren, Samet
    Dondas, H. Ali
    Ulger, Mahmut
    Poyraz, Samet
    Garcia-Minguens, Eduardo
    Ferrandiz-Saperas, Marcos
    Sansano, Jose M.
    TETRAHEDRON, 2017, 73 (48) : 6718 - 6727
  • [22] New Procedure for the Preparation of (1R,2R)-2-[(R)-3-(Benzyloxy)pyrrolidin-1-yl]cyclohexanol
    Ye, Haiwei
    Yu, Chuanming
    Zhong, Weihui
    SYNTHESIS-STUTTGART, 2012, 44 (01): : 51 - 56
  • [23] Green Synthesis and Antimicrobial Activity of 3-{1-[(1-Aryl-1H-1,2,3-triazol-4-yl)methyl]-1H-benzimidazol-2-yl}-2-(pyrrolidin-1-yl)quinoline Derivatives
    Pradeep, M.
    Vishnuvardhan, M.
    Ganesh, A.
    Thalari, Gangadhar
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 60 (06) : 1129 - 1135
  • [24] Synthesis and structure of chiral ligand [(S)-1-(((S)-1-methylpyrrolidin-2-yl) methyl) pyrrolidin-2-yl] diphenylmethanol
    Qiu Li-Hua
    Zhou Wei-Qun
    Shen Zong-Xuan
    Zhang Ya-Wen
    Journal of Chemical Crystallography, 2007, 37 : 181 - 186
  • [25] Synthesis and structure of chiral ligand [(S)-1-(((S)-1-methylpyrrolidin-2-yl) methyl) pyrrolidin-2-yl] diphenylmethanol
    Qiu Li-Hua
    Zhou Wei-Qun
    Shen Zong-Xuan
    Zhang Ya-Wen
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2007, 37 (03) : 181 - 186
  • [26] SYNTHESES, CHARACTERIZATION, AND CRYSTAL STRUCTURES OF COBALT(III) COMPLEXES DERIVED FROM 2-(((2- (PYRROLIDIN-1-YL)ETHYL)IMINO)METHYL) PHENOL WITH THE ANTIBACTERIAL ACTIVITY
    X. Wen
    W. Chen
    J. Hou
    H. Wu
    Y. Liu
    C. Sun
    Journal of Structural Chemistry, 2022, 63 : 165 - 175
  • [27] SYNTHESES, CHARACTERIZATION, AND CRYSTAL STRUCTURES OF COBALT(III) COMPLEXES DERIVED FROM 2-(((2-(PYRROLIDIN-1-YL)ETHYL)IMINO)METHYL) PHENOL WITH THE ANTIBACTERIAL ACTIVITY
    Wen, X.
    Chen, W.
    Hou, J.
    Wu, H.
    Liu, Y.
    Sun, C.
    JOURNAL OF STRUCTURAL CHEMISTRY, 2022, 63 (02) : 165 - 175
  • [28] Chiral [(dialkylamino)methyl](phospholyl)ferrocene ligands as a new class of 1,2-disubstituted ferrocene ligands
    Mourgues, S
    Serra, D
    Lamy, F
    Vincendeau, S
    Daran, JC
    Manoury, E
    Gouygou, M
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2003, (15) : 2820 - 2826
  • [29] Discovery of ((S)-5-(Methoxymethyl)-7-(1-methyl-1H-indol-2-yl)-2-(trifluoromethyl)-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone As a Potent and Selective IKur Inhibitor (vol 55, pg 3036, 2012)
    Finlay, Heather J.
    Lloyd, John
    Vaccaro, Wayne
    Kover, Alexander
    Yan, Lin
    Bhave, Gauri
    Prol, Joseph
    Tram Huynh
    Bhandaru, Rao
    Caringal, Yolanda
    DiMarco, John
    Gan, Jinping
    Harper, Tim
    Huang, Christine
    Conder, Mary Lee
    Sun, Huabin
    Levesque, Paul
    Blanar, Michael
    Atwal, Karnail
    Wexler, Ruth
    JOURNAL OF MEDICINAL CHEMISTRY, 2013, 56 (17) : 7133 - 7133
  • [30] 1-(3-mesityl-3-methylcyclobutyl)-2-(pyrrolidin-1-yl)ethan-1-one
    Dinçer, M
    Özdemir, N
    Çukurovali, A
    Yilmaz, I
    Büyükgüngör, O
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2004, 60 : O1523 - O1524