Vanadyl acetylacetonate as peroxide activator in osmium-catalyzed dihydroxylation of olefins by hydrogen peroxide

被引：25

作者：

Éll, AH ^{[1
]}

Jonsson, SY ^{[1
]}

Börje, A ^{[1
]}

Adolfsson, H ^{[1
]}

Bäckvall, JE ^{[1
]}

机构：

[1] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 13期

关键词：

osmium-catalyzed dihydroxylation; hydrogen peroxide; vanadyl acetylacetonate;

D O I：

10.1016/S0040-4039(01)00192-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Olefins are selectively and efficiently oxidized to vicinal syn-diols by aqueous hydrogen peroxide using a coupled catalytic system consisting of osmium tetroxide, vanadyl acetylacetonate and N-methylmorpholine. (C) 2001 Published by Elsevier Science Ltd.

引用

页码：2569 / 2571

页数：3

共 22 条

[1] Deactivation of methylrhenium trioxide-peroxide catalysts by diverse and competing pathways
AbuOmar, MM
Hansen, PJ
Espenson, JH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (21) : 4966 - 4974
[2] Comparison of amine additives most effective in the new methyltrioxorhenium-catalyzed epoxidation process
Adolfsson, H
Converso, A
Sharpless, KB
[J]. TETRAHEDRON LETTERS, 1999, 40 (21) : 3991 - 3994
[3] MAJOR IMPROVEMENT IN OSMIUM CATALYZED VICINAL HYDROXYLATION OF OLEFINS BY TERT-BUTYL HYDROPEROXIDE
AKASHI, K
PALERMO, RE
SHARPLESS, KB
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (10) : 2063 - 2066
[4] BACKVALL JE, 1990, J AM CHEM SOC, V112, P5160
[5] A new coupled catalytic system for dihydroxylation of olefins by H2O2
Bergstad, K
Jonsson, SY
Bäckvall, JE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (44) : 10424 - 10425
[6] Mild and efficient flavin-catalyzed H2O2 oxidation of tertiary amines to amine N-oxides
Bergstad, K
Bäckvall, JE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (19) : 6650 - 6655
[7] Liquid phase oxidation reactions by peroxides in the presence of vanadium complexes
Conte, V
DiFuria, F
Licini, G
[J]. APPLIED CATALYSIS A-GENERAL, 1997, 157 (1-2) : 335 - 361
[8] A simple and efficient method for the preparation of pyridine N-oxides
Copéret, C
Adolfsson, H
Khuong, TAV
Yudin, AK
Sharpless, KB
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (05) : 1740 - 1741
[9] Osmium-catalyzed dihydroxylation of olefins using dioxygen or air as the terminal oxidant
Döbler, C
Mehltretter, GM
Sundermeier, U
Beller, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (42) : 10289 - 10297
[10] Döbler C, 1999, ANGEW CHEM INT EDIT, V38, P3026

← 1 2 3 →