A catalytic, environmentally benign method for the epoxidation of unsaturated terpenes with hydrogen peroxide

被引:33
作者
Grigoropoulou, Georgia [1 ]
Clark, James H. [1 ]
机构
[1] Univ York, Ctr Clean Technol, Dept Chem, York YO10 5DD, N Yorkshire, England
关键词
D O I
10.1016/j.tetlet.2006.04.047
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Various unsaturated terpenes were selectively oxidised to the corresponding epoxides in good yields using phosphate buffered hydrogen peroxide and catalytic amounts of tungstate Under halide free conditions. The selectivity of the reaction to epoxides was significantly increased with respect to the ionic strength of the aqueous phase of the system. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4461 / 4463
页数:3
相关论文
共 19 条
[1]  
[Anonymous], 1999, J ORG CHEM
[2]   Recent developments in selective catalytic epoxidations with H2O2 [J].
Arends, IWCE ;
Sheldon, RA .
TOPICS IN CATALYSIS, 2002, 19 (01) :133-141
[3]  
Bauer K., 1997, COMMON FRAGRANCE FLA
[4]   Terpenic olefin epoxidation using metals acetylacetonates as catalysts [J].
Fdil, N ;
Romane, A ;
Allaoud, S ;
Karim, A ;
Castanet, Y ;
Mortreux, A .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1996, 108 (01) :15-21
[5]   Recent developments on the epoxidation of alkenes using hydrogen peroxide as an oxidant [J].
Grigoropoulou, G ;
Clark, JH ;
Elings, JA .
GREEN CHEMISTRY, 2003, 5 (01) :1-7
[6]   HYDROGEN-PEROXIDE OXIDATION CATALYZED BY HETEROPOLY ACIDS COMBINED WITH CETYLPYRIDINIUM CHLORIDE - EPOXIDATION OF OLEFINS AND ALLYLIC ALCOHOLS, KETONIZATION OF ALCOHOLS AND DIOLS, AND OXIDATIVE CLEAVAGE OF 1,2-DIOLS AND OLEFINS [J].
ISHII, Y ;
YAMAWAKI, K ;
URA, T ;
YAMADA, H ;
YOSHIDA, T ;
OGAWA, M .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3587-3593
[7]  
Jones C.W., 1999, Applications of hydrogen peroxide and derivates
[8]  
Judge J.M., 1971, ORGANIC PEROXIDES, V2, P963, DOI DOI 10.1002/POL.1972.110100316$39.95
[9]   Metal-catalyzed epoxidations of alkenes with hydrogen peroxide [J].
Lane, BS ;
Burgess, K .
CHEMICAL REVIEWS, 2003, 103 (07) :2457-2473
[10]   Oxidation of unsaturated monoterpenes with hydrogen peroxide catalysed by manganese(III) porphyrin complexes [J].
Martins, RRL ;
Neves, MGPMS ;
Silvestre, AJD ;
Simoes, MMQ ;
Silva, AMS ;
Tomé, AC ;
Cavaleiro, JAS ;
Tagliatesta, P ;
Crestini, C .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 172 (1-2) :33-42