Enantiomeric resolution and determination of the absolute configuration of dibenzophosphole 5-oxides

被引：33
|
作者：
Durán, E
Gordo, E
Granell, J
Font-Bardía, M
Solans, X
Velasco, D
López-Calahorra, F
机构：
[1] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain
[2] Univ Barcelona, Dept Quim Inorgan, E-08028 Barcelona, Spain
[3] Univ Barcelona, Dept Cristallog & Diposits Minerals, E-08028 Barcelona, Spain
来源：
TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 14期
关键词：
D O I：
10.1016/S0957-4166(01)00339-1
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The resolution of asymmetrically substituted dibenzophospholes via chromatographic separation of their cyclopalladium derivatives is described for the first time. The absolute configuration of the phosphorus atom was determined by X-ray crystallographic analysis in one case. A general NMR criterion for the complete determination of the configuration of this group of products is proposed. The enantiomeric excess of the resolved compounds was determined by NMR Eu(III) chemical displacement experiments and by HPLC using a chiral stationary phase. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1987 / 1997
页数：11
相关论文
共 50 条
  • [11] NEW SYNTHESIS OF ALLOXAZINE 5-OXIDES
    YONEDA, F
    SAKUMA, Y
    MATSUMOTO, S
    HETEROCYCLES, 1975, 3 (02) : 113 - 116
  • [12] A new chiral shift reagent for the determination of enantiomeric excess and absolute configuration in cyanohydrins
    Moon, Lomary S.
    Jolly, Ravinder S.
    Kasetti, Yoganjaneyulu
    Bharatam, Prasad V.
    CHEMICAL COMMUNICATIONS, 2009, (09) : 1067 - 1069
  • [13] Chiral reagents for the determination of enantiomeric excess and absolute configuration using NMR spectroscopy
    Wenzel, TJ
    Wilcox, JD
    CHIRALITY, 2003, 15 (03) : 256 - 270
  • [14] DETERMINATION OF ENANTIOMERIC PURITY AND ABSOLUTE CONFIGURATION OF ALPHA-DEUTERIATED PRIMARY ALCOHOLS
    GERLACH, H
    ZAGALAK, B
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (08) : 274 - 275
  • [15] RESOLUTION OF (+-)-ZEARALENONE . DETERMINATION OF ABSOLUTE CONFIGURATION OF NATURAL ENANTIOMORPH
    KUO, CH
    TAUB, D
    HOFFSOMM.RD
    WENDLER, NL
    CHEMICAL COMMUNICATIONS, 1967, (15) : 761 - &
  • [16] DETERMINATION OF THE ENANTIOMERIC PURITY AND ABSOLUTE-CONFIGURATION OF ALPHA-HYDROXY PHOSPHONATES
    KOZLOWSKI, JK
    RATH, NP
    SPILLING, CD
    TETRAHEDRON, 1995, 51 (23) : 6385 - 6396
  • [17] Determination of Absolute Configuration Using Kinetic Resolution Catalysts
    Wagner, Alexander J.
    David, Jonathan G.
    Rychnovsky, Scott D.
    ORGANIC LETTERS, 2011, 13 (16) : 4470 - 4473
  • [18] OPTICAL RESOLUTION AND DETERMINATION OF ABSOLUTE-CONFIGURATION OF NIPRADILOL
    YONEDA, M
    SHIRATSUCHI, M
    YOSHIMURA, M
    OHKAWA, Y
    MURAMATSU, T
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1985, 33 (07) : 2735 - 2742
  • [19] Enantiomeric Resolution and Absolute Configuration of a Chiral δ-Lactam, Useful Intermediate for the Synthesis of Bioactive Compounds
    Listro, Roberta
    Rossino, Giacomo
    Della Volpe, Serena
    Stabile, Rita
    Boiocchi, Massimo
    Malavasi, Lorenzo
    Rossi, Daniela
    Collina, Simona
    MOLECULES, 2020, 25 (24):
  • [20] ABSOLUTE-CONFIGURATION AND ENANTIOMERIC PURITY OF CELIPROLOL
    HOFER, O
    SCHLOGL, K
    ARZNEIMITTEL-FORSCHUNG/DRUG RESEARCH, 1986, 36-2 (08): : 1157 - 1166
12345