Selenium catalysed oxidations with aqueous hydrogen peroxide. Part 3: Oxidation of carbonyl compounds under mono/bi/triphasic conditions

被引：66
作者：
ten Brink, GJ [1 ]
Vis, JM [1 ]
Arends, IWCE [1 ]
Sheldon, RA [1 ]
机构：
[1] Delft Univ Technol, Lab Biocatalyis & Organ Chem, NL-2628 BL Delft, Netherlands
来源：
TETRAHEDRON | 2002年 / 58卷 / 20期
关键词：
selenium; oxidation; hydrogen peroxide; Baeyer-Villiger; fluorous phase;
D O I：
10.1016/S0040-4020(02)00248-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The total synthesis of 3,5-bis(perfluorooctyl)phenyl butylselenide (1), a recyclable catalyst for oxidation reactions with hydrogen peroxide, is described. The catalyst can be used for oxidation of aldehydes and ketones under monophasic, but also fluorous biphasic or fluorous triphasic conditions. (C) 2002 Elsevier Science Ltd. All rights reserved.
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页码：3977 / 3983
页数：7
相关论文
共 52 条
[1]  
[Anonymous], 1987, Organoselenium Chemistry
[2]  
Back T. G., 1999, ORGANOSELENIUM CHEM
[3]  
BACK TG, 1999, ORGANOSELENIUM CHEM, pCH1
[4]   Selenium [J].
Barceloux, DG .
JOURNAL OF TOXICOLOGY-CLINICAL TOXICOLOGY, 1999, 37 (02) :145-172
[5]  
Betzemeier B, 1999, SYNLETT, P489
[6]   Selenium(IV) oxide catalyzed oxidation of aldehydes to carboxylic acids with hydrogen peroxide [J].
Brzaszcz, M ;
Kloc, K ;
Maposah, M ;
Mlochowski, J .
SYNTHETIC COMMUNICATIONS, 2000, 30 (24) :4425-4434
[7]  
Drabowicz J, 2000, TOP CURR CHEM, V208, P143
[8]   ORGANOSULFUR COMPOUNDS .19. FACILE AND SELECTIVE OXIDATION OF ORGANIC SULFIDES TO SULFOXIDES WITH HYDROGEN PEROXIDE-SELENIUM DIOXIDE SYSTEM [J].
DRABOWICZ, J ;
MIKOLAJCZYK, M .
SYNTHESIS-STUTTGART, 1978, (10) :758-759
[9]   Bis[2-(2-pyridyl)phenyl] diselenide, a more effective catalyst for oxidation of alcohols to carbonyl compounds [J].
Ehara, H ;
Noguchi, M ;
Sayama, S ;
Onami, T .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (09) :1429-1431
[10]  
Endres A, 2000, CHEM UNSERER ZEIT, V34, P382, DOI 10.1002/1521-3781(200012)34:6<382::AID-CIUZ382>3.3.CO
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