Mixed peroxides from the chloroperoxidase-catalyzed oxidation of conjugated dienoic esters with a trisubstituted terminal double bond

被引:9
作者
Bougioukou, DJ [1 ]
Smonou, I [1 ]
机构
[1] Univ Crete, Dept Chem, Iraklion 71409, Crete, Greece
关键词
chloroperoxidase; oxidation; dienoic esters; mixed peroxides; epoxidation;
D O I
10.1016/S0040-4039(02)00819-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The chloroperoxidase (CPO)-catalyzed oxidations of conjugated dienoic esters with a trisubstituted terminal double bond were studied by using tert-butyl hydroperoxide as the terminal oxidant. Most of the substrates gave disubstituted mixed peroxides as the major products. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4511 / 4514
页数:4
相关论文
共 27 条
[1]  
ADAM W, 1999, BIOTRANSFORMATIONS, P73
[2]  
ALAIN EJ, 1993, J AM CHEM SOC, V115, P4415
[3]  
BLANKE SR, 1988, J BIOL CHEM, V263, P18739
[4]   Chloroperoxidase-catalyzed oxidation of conjugated dienoic esters [J].
Bougioukou, DJ ;
Smonou, I .
TETRAHEDRON LETTERS, 2002, 43 (02) :339-342
[5]  
BOUGIOUKOU DJ, 2002, IN PRESS J MOL CAT B
[6]   Ingold-Fischer ''persistent radical effect'', solvent effect, and metal salt oxidation of carbon-centered radicals in the synthesis of mixed peroxides from tert-butyl hydroperoxide [J].
Bravo, A ;
Bjorsvik, HR ;
Fontana, F ;
Liguori, L ;
Minisci, F .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (12) :3849-3857
[7]   PHOSPHITE-MEDIATED IN SITU CARBOXYVINYLATION - A NEW GENERAL ACRYLIC-ACID SYNTHESIS [J].
BRITTELLI, DR .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (12) :2514-2520
[8]  
CHAMULITRAT W, 1989, J BIOL CHEM, V264, P7889
[9]   Recent biotechnological developments in the use of peroxidases [J].
Colonna, S ;
Gaggero, N ;
Richelmi, C ;
Pasta, P .
TRENDS IN BIOTECHNOLOGY, 1999, 17 (04) :163-168
[10]  
DEMONTELLANO PRO, 1987, J BIOL CHEM, V262, P11641