Novel synthesis of a highly sterically hindered C2-symmetric chiral pyridine derivative

被引：8
|
作者：
Kotsuki, H
Sakai, H
Jun, JG
Shiro, M
机构：
[1] Kochi Univ, Fac Sci, Dept Mat Sci, Kochi 7808520, Japan
[2] Hallym Univ, Dept Chem, Chunchon 200702, South Korea
[3] Rigaku Corp, Tokyo 1968666, Japan
来源：
HETEROCYCLES | 2000年 / 52卷 / 02期
关键词：
D O I：
10.3987/COM-99-S64
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly sterically hindered C-2-symmetric chiral pyridine derivative (3) was synthesized from 1,5-diketone (2) by the action of NH4OAc/Cu(OAc)(2) in refluxing propionic acid. The pK(a) of 3 was determined to be 6.26 and the structure was characterized by X-Ray crystallographic analysis of its triflic acid salt.
引用
收藏
页码：661 / 666
页数：6
相关论文
共 50 条
  • [31] SYNTHESIS OF A NEW CHIRAL C2-SYMMETRIC NHC-AuCl COMPLEX
    Okitsu, Naoya
    Yoshida, Takuya
    Usui, Kensuke
    Nakada, Masahisa
    HETEROCYCLES, 2016, 92 (04) : 720 - 732
  • [32] Syntheses and applications of C2-symmetric chiral diols
    Bhowmick, Kartick C.
    Joshi, Navalkishore N.
    TETRAHEDRON-ASYMMETRY, 2006, 17 (13) : 1901 - 1929
  • [33] Design and synthesis of novel C2-symmetric chiral piperazines and an application to asymmetric acylation of σ-symmetric 1,2-diols
    Nakamura, Daisuke
    Kakiuchi, Kiyomi
    Koga, Kenji
    Shirai, Ryuichi
    ORGANIC LETTERS, 2006, 8 (26) : 6139 - 6142
  • [34] Highly convergent synthesis of C3- or C2-symmetric carbohydrate macrocycles
    Bodine, KD
    Gin, DY
    Gin, MS
    ORGANIC LETTERS, 2005, 7 (20) : 4479 - 4482
  • [35] Synthesis of novel C2-symmetric chiral bis(oxazoline) ligands and their application in the enantioselective addition of diethylzinc to aldehydes
    Fu, B
    Du, DM
    Wang, JB
    TETRAHEDRON-ASYMMETRY, 2004, 15 (01) : 119 - 126
  • [36] Enantioselective addition of diethylzinc to aldehydes with novel chiral C2-symmetric dimeric ligands
    Okaniwa, M
    Yanada, R
    Ibuka, T
    TETRAHEDRON LETTERS, 2000, 41 (07) : 1047 - 1050
  • [37] Synthesis, Chiral Resolution, and Absolute Configuration of C2-Symmetric, Chiral 9,9′-Spirobifluorenes
    Stobe, Caroline
    Seto, Ryota
    Schneider, Andreas
    Luetzen, Arne
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (29) : 6513 - 6518
  • [38] Novel C2-symmetric chiral oxazolinyl biaryl ligands bearing a hydroxyl group
    Imai, Y
    Matsuo, S
    Zhang, WB
    Nakatsuji, Y
    Ikeda, I
    SYNLETT, 2000, (02) : 239 - 241
  • [39] Synthesis and Cytotoxic Evaluation of Novel Platinum(II) Complexes with C2-Asymmetric and C2-Symmetric Chiral Vicinal Diamines
    Zhang, Chen
    Liu, Hongrui
    Yang, Qing
    Chang, Jun
    Sun, Xun
    CHINESE JOURNAL OF CHEMISTRY, 2013, 31 (01) : 154 - 158
  • [40] Special Chiral C2-Symmetric endo-Biarylnorbornane: Synthesis and Structure Illustration
    Cai, Chonglin
    Chen, Ruigang
    He, Jun
    Feng, Juntao
    Zhang, Xing
    CHINESE JOURNAL OF CHEMISTRY, 2014, 32 (07) : 645 - 649
12345