Catalytic dihydroxylation of olefins with hydrogen peroxide: An organic-solvent- and metal-free system

被引:161
作者
Usui, Y [1 ]
Sato, K [1 ]
Tanaka, M [1 ]
机构
[1] Natl Inst Adv Ind Sci & Technol, AIST, Res Inst Green Technol, Tsukuba, Ibaraki 3058565, Japan
关键词
alkenes; dihydroxylation; green chemistry; hydrogen peroxide; oxidation;
D O I
10.1002/anie.200352568
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Green and convenient: Olefins are oxidized to 1,2-diols in high yield with 30% H2O2 in the presence of resin-supported sulfonic acid (see scheme) under metal-free conditions without any organic solvent. The catalyst can be recycled easily and is effective for at least 10 cycles.
引用
收藏
页码:5623 / 5625
页数:3
相关论文
共 55 条
[1]   MAJOR IMPROVEMENT IN OSMIUM CATALYZED VICINAL HYDROXYLATION OF OLEFINS BY TERT-BUTYL HYDROPEROXIDE [J].
AKASHI, K ;
PALERMO, RE ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (10) :2063-2066
[2]  
Anastas P. T., 1998, GREEN CHEM THEORY PR
[3]   ACTIVITY OF TI-BETA CATALYST FOR THE SELECTIVE OXIDATION OF ALKENES AND ALKANES [J].
CORMA, A ;
CAMBLOR, MA ;
ESTEVE, P ;
MARTINEZ, A ;
PEREZPARIENTE, J .
JOURNAL OF CATALYSIS, 1994, 145 (01) :151-158
[4]   SYNTHESIS OF AN ULTRALARGE PORE TITANIUM SILICATE ISOMORPHOUS TO MCM-41 AND ITS APPLICATION AS A CATALYST FOR SELECTIVE OXIDATION OF HYDROCARBONS [J].
CORMA, A ;
NAVARRO, MT ;
PARIENTE, JP .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (02) :147-148
[5]  
Criegee R, 1942, LIEBIGS ANN CHEM, V550, P99
[6]  
Criegee R, 1936, LIEBIGS ANN CHEM, V522, P75
[7]   PEROXYTRIFLUOROACETIC ACID .3. THE HYDROXYLATION OF OLEFINS [J].
EMMONS, WD ;
PAGANO, AS ;
FREEMAN, JP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (13) :3472-3474
[8]  
England D.C., 1958, [No title captured], Patent No. [US2852554, 2852554]
[9]  
FATIADI AJ, 1989, SYNTHESIS-STUTTGART, P85
[10]   ONE-POT 2-STEPS SYNTHESIS OF 1,2-DIOL [J].
FRINGUELLI, F ;
GERMANI, R ;
PIZZO, F ;
SAVELLI, G .
SYNTHETIC COMMUNICATIONS, 1989, 19 (11-12) :1939-1943