The configurational assignment of the optically active 5-(1-hydroperoxyethyl)-3-ethoxycarbonyl-2-methylfuran and its alcohol by exciton-coupled circular dichroism (ECCD)

被引:11
作者
Adam, W [1 ]
Humpf, HU [1 ]
Korb, MN [1 ]
Schreier, P [1 ]
机构
[1] UNIV WURZBURG,INST FOOD CHEM,D-97074 WURZBURG,GERMANY
关键词
D O I
10.1016/S0957-4166(97)00515-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The absolute configuration of the furan-derived hydroperoxide land its alcohol 2, readily available in optically active form by kinetic resolution of the racemic hydroperoxide with horseradish peroxidase (HRP), was determined by the exciton-coupled circular dichroism (ECCD) method on their 2-naphthoate derivatives 4. (C) 1997 Elsevier Science Ltd.
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收藏
页码:3555 / 3558
页数:4
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共 11 条
  • [1] The titanium-catalyzed, asymmetric epoxidation of allylic alcohols with optically active hydroperoxides in the presence of achiral diol ligands
    Adam, W
    Korb, MN
    [J]. TETRAHEDRON-ASYMMETRY, 1997, 8 (07) : 1131 - 1142
  • [2] DONG JG, 1997, IN PRESS ENANTIOMER
  • [3] EXCITON CHIRALITY METHOD FOR ESTABLISHING ABSOLUTE-CONFIGURATION OF 2-FURYLCARBINOLS
    GAWRONSKI, J
    RADOCKI, D
    JURCZAK, J
    PAKULSKI, Z
    RACZKO, J
    RAMZA, J
    ZAMOJSKI, A
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (03) : 1118 - 1120
  • [4] A new exciton-coupled circular dichroism method for assigning the absolute configuration in acyclic alpha- and beta-hydroxy carboxylic acids
    Gimple, O
    Schreier, P
    Humpf, HU
    [J]. TETRAHEDRON-ASYMMETRY, 1997, 8 (01) : 11 - 14
  • [5] Harada N., 1983, CIRCULAR DICHROIC SP
  • [6] Hoch U, 1997, CHIRALITY, V9, P69, DOI 10.1002/(SICI)1520-636X(1997)9:1<69::AID-CHIR13>3.0.CO
  • [7] 2-O
  • [8] Reactivity of furylhydroperoxides in asymmetric oxidation and kinetic resolution
    Lattanzi, A
    Bonadies, F
    Scettri, A
    [J]. TETRAHEDRON-ASYMMETRY, 1997, 8 (13) : 2141 - 2151
  • [9] Nakanishi K., 1994, CIRCULAR DICHROISM P
  • [10] Asymmetric oxidation with furylhydroperoxides
    Scettri, A
    Bonadies, F
    Lattanzi, A
    [J]. TETRAHEDRON-ASYMMETRY, 1996, 7 (03) : 629 - 632