HORSE RADISH PEROXIDASE-CATALYZED OXIDATIVE COUPLING OF METHYL SINAPATE TO GIVE DIASTEREOISOMERIC SPIRO DIMERS

被引:17
作者
SETALA, H [1 ]
PAJUNEN, A [1 ]
KILPELAINEN, I [1 ]
BRUNOW, G [1 ]
机构
[1] UNIV HELSINKI,DEPT CHEM,SF-00014 HELSINKI,FINLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 09期
关键词
D O I
10.1039/p19940001163
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidative coupling of methyl sinapate with H2O2/horse radish peroxidase at pH 4 in the presence of methanol gives dimeric spiro structures of a novel type. The crystal structures of two diastereoisomers have been determined. The coupling reaction shows some three selectivity.
引用
收藏
页码:1163 / 1165
页数:3
相关论文
共 11 条
  • [1] INVESTIGATION OF THE ACID-CATALYZED ALKYLATION OF LIGNINS BY MEANS OF NMR SPECTROSCOPIC METHODS
    ADLER, E
    BRUNOW, G
    LUNDQUIST, K
    [J]. HOLZFORSCHUNG, 1987, 41 (04) : 199 - 207
  • [2] BIOTRANSFORMATION OF PODOPHYLLUM LIGNANS IN CELL-SUSPENSION CULTURES OF FORSYTHIA-INTERMEDIA
    BROOMHEAD, AJ
    DEWICK, PM
    [J]. PHYTOCHEMISTRY, 1991, 30 (05) : 1511 - 1517
  • [3] REGIOSELECTIVE AND DIASTEREOSELECTIVE SYNTHESIS OF DIMERIC LIGNANS USING OXIDATIVE COUPLING
    CHIOCCARA, F
    POLI, S
    RINDONE, B
    PILATI, T
    BRUNOW, G
    PIETIKAINEN, P
    SETALA, H
    [J]. ACTA CHEMICA SCANDINAVICA, 1993, 47 (06): : 610 - 616
  • [4] OXYZIMTALKOHOLE UND IHRE DEHYDRIERUNGS-POLYMERISATE
    FREUDENBERG, K
    HUBNER, HH
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1952, 85 (12): : 1181 - 1191
  • [5] LIGNANS OF ULMUS THMASII HEARTWOOD .2. LIGNANS RELATED TO THOMASIC ACID
    HOSTETTLER, FD
    SEIKEL, MK
    [J]. TETRAHEDRON, 1969, 25 (11) : 2325 - +
  • [6] SYNTHESIS OF 3,4,5-TRIMETHOXYBENZALDEHYDE
    MANCHAND, PS
    BELICA, PS
    WONG, HS
    [J]. SYNTHETIC COMMUNICATIONS, 1990, 20 (17) : 2659 - 2666
  • [7] PIETIKAINEN P, 1990, APPL MICROBIOL BIOT, V33, P455
  • [8] OXIDATIVE DIMERIZATIONS OF (E)-ISOEUGENOL AND (Z)-ISOEUGENOL (2-METHOXY-4-PROPENYLPHENOL) AND (E)-ISOEUGENOL AND (Z)-2,6-DIMETHOXY-4-PROPENYLPHENOL
    SARKANEN, KV
    WALLIS, AFA
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (17): : 1869 - 1878
  • [9] SEPELVEDABOZA S, 1990, PHYTOCHEMISTRY, V29, P2357
  • [10] SHELDRICK GM, 1990, SHELXTL PC TM VERSIO