Chiral anisotropic reagents for determining the absolute configuration of secondary alcohols and carboxylic acids

被引:13
|
作者
Kusumi, T [1 ]
Yabuuchi, T
Takahashi, H
Ooi, T
机构
[1] Univ Tokushima, Fac Pharmaceut Sci, Tokushima 7708505, Japan
[2] Taisho Pharmaceut Co Ltd, Res Ctr, Kita Ku, Yoshino, Saitama 3319530, Japan
[3] Tokyo Univ Pharm & Life Sci, Dept Life Sci, Hachioji, Tokyo 1920392, Japan
关键词
D O I
10.5059/yukigoseikyokaishi.63.1102
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Based on the modified Mosher's method, we have developed several chiral anisotropic reagents. Together with a unique application of the modified Mosher's method to an enantiomeric mixture, utility of methoxy-(1- and 2-naphthyl)acetic acids (1NMA, 2NMA and other analogues) and phenylglycine methyl ester (PGME) in elucidation of the absolute configuration of secondary alcohols, amines, and carboxylic is summarized.
引用
收藏
页码:1102 / 1114
页数:13
相关论文
共 50 条
  • [31] Direct determination of absolute configuration of carboxylic acids by cyclooctapyrrole
    Lintuluoto, Juha M.
    Nakayama, Kana
    Setsune, Jun-ichiro
    CHEMICAL COMMUNICATIONS, 2006, (33) : 3492 - 3494
  • [32] Assignment of Absolute Configuration Using Chiral Reagents and NMR Spectroscopy
    Wenzel, Thomas J.
    Chisholm, Cora D.
    CHIRALITY, 2011, 23 (03) : 190 - 214
  • [33] FICA, a new chiral derivatizing agent for determining the absolute configuration of secondary alcohols by 19F and 1H NMR spectroscopies
    Takahashi, Tamiko
    Kameda, Hiroaki
    Kamei, Tomoyo
    Koyanagi, Jyunichi
    Pichierri, Fabio
    Omata, Kenji
    Ishizaki, Miyuki
    Nakamura, Hiroshi
    TETRAHEDRON-ASYMMETRY, 2013, 24 (17) : 1001 - 1009
  • [34] Chiral silylation reagents for the determination of absolute configuration by NMR spectroscopy
    Weibel, DB
    Walker, TR
    Schroeder, FC
    Meinwald, J
    ORGANIC LETTERS, 2000, 2 (15) : 2381 - 2383
  • [35] KINETIC RESOLUTION OF RACEMIC CARBOXYLIC-ACIDS AND ALCOHOLS WITH HOMOCHIRAL ALCOHOLS AND CARBOXYLIC-ACIDS, RESPECTIVELY, AND THE MUKAIYAMA OR PALOMO REAGENTS
    MAZON, A
    NAJERA, C
    YUS, M
    HEUMANN, A
    TETRAHEDRON-ASYMMETRY, 1992, 3 (11) : 1455 - 1466
  • [36] The Assignment of the Absolute Configuration of β-Chiral Primary Alcohols with Axially Chiral Trifluoromethylbenzimidazolylbenzoic Acid
    Kriegelstein, Michal
    Profous, David
    Pribylka, Adam
    Cankar, Petr
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (20): : 12912 - 12921
  • [37] Application of the 2-deoxyglucose scaffold as a new chiral probe for elucidation of the absolute configuration of secondary alcohols
    Trocka, Alicja
    Szwarc-Karabyka, Katarzyna
    Makowiec, Slawomir
    Laskowski, Tomasz
    SCIENTIFIC REPORTS, 2022, 12 (01)
  • [38] A CHIROPTICAL METHOD FOR DETERMINING THE ABSOLUTE-CONFIGURATION OF ALLYLIC ALCOHOLS
    HARADA, N
    IWABUCHI, J
    YOKOTA, Y
    UDA, H
    NAKANISHI, K
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (18) : 5590 - 5591
  • [39] Application of the 2-deoxyglucose scaffold as a new chiral probe for elucidation of the absolute configuration of secondary alcohols
    Alicja Trocka
    Katarzyna Szwarc-Karabyka
    Sławomir Makowiec
    Tomasz Laskowski
    Scientific Reports, 12
  • [40] Nanomole-Scale Assignment and One-Use Kits for Determining the Absolute Configuration of Secondary Alcohols
    Wagner, Alexander J.
    Miller, Shawn M.
    King, Ryan P.
    Rychnovsky, Scott D.
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (15): : 6253 - 6265