Oxidative Cleavage of Functionalized Cyclic Olefins with H2O2 Using a Peroxotungstate Complex

被引：4

作者：

Ford, Mark J. ^{[1
]}

Kohlhepp, Helmut ^{[1
]}

Miller, Stephen ^{[1
]}

Riess, Sven ^{[1
]}

Schmidt, Jan Peter ^{[1
]}

Wisplinghoff, Lothar ^{[1
]}

机构：

[1] Bayer CropSci AG, D-65926 Frankfurt, Germany

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2011年 / 15卷 / 04期

关键词：

HYDROGEN-PEROXIDE; ADIPIC ACID; CARBOXYLIC-ACIDS;

D O I：

10.1021/op200130d

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The oxidative cleavage of functionalized cyclic olefins with aqueous hydrogen peroxide was studied. A mild protocol was developed using a readily available diperoxotungstate catalyst that allowed otherwise unstable functionalities to be present during the oxidation. During the optimization of the procedure (3R*,4R*)-3-[(benzyloxy)carbonyl]-4-(ethoxycarbonyl)hexanedioic add was synthesized on a 400 g scale furnishing the product in 7996 yield.

引用

页码：883 / 885

页数：3

共 50 条

[41] MECHANISM AND APPLICATION OF DNA CLEAVAGE BY [FE(EDTA)]2- AND H2O2
FREEMAN, GE
WEIDNER, M
TULLIUS, TD
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 195 : 406 - INOR
[42] Electrosynthesis of H2O2 from O2 in gas diffusion electrodes for the preparation of organic peracids and the complex of H2O2 with urea
Kolyagin, G. A.
Kornienko, V. L.
RUSSIAN JOURNAL OF ELECTROCHEMISTRY, 2015, 51 (02) : 185 - 189
[43] Electrosynthesis of H2O2 from O2 in gas diffusion electrodes for the preparation of organic peracids and the complex of H2O2 with urea
G. A. Kolyagin
V. L. Kornienko
Russian Journal of Electrochemistry, 2015, 51 : 185 - 189
[44] Oxidation of cycloalkanes by H2O2 using a copper-hemicryptophane complex as a catalyst
Perraud, Olivier
Sorokin, Alexander B.
Dutasta, Jean-Pierre
Martinez, Alexandre
CHEMICAL COMMUNICATIONS, 2013, 49 (13) : 1288 - 1290
[45] EFFICIENT CATALYTIC-OXIDATION OF CYCLIC ACETALS WITH H2O2
ZLOTSKY, SS
NAZAROV, MN
KULAK, LG
RAKHMANKULOV, DL
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1992, 334 (05): : 441 - 443
[46] Selective Synthesis of Cyclic Peroxides from Triketones and H2O2
Terent'ev, Alexander O.
Yaremenko, Ivan A.
Chernyshev, Vladimir V.
Dembitsky, Valery M.
Nikishin, Gennady I.
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (04): : 1833 - 1842
[47] SELECTION OF CATALYSTS FOR SELECTIVE HYDROGENATION OF CYCLIC ACETALS BY H2O2
NAZAROV, MN
LOZIN, DE
KULAK, LG
ZLOTSKII, SS
RAKHMANKULOV, DL
JOURNAL OF APPLIED CHEMISTRY OF THE USSR, 1990, 63 (07): : 1482 - 1485
[48] Oxidative acetoxylactonisation of alkenoic acids using H2O2 in acetic acid catalysed by KI
Zhou, Zhong-Shi
He, Xue-Han
JOURNAL OF CHEMICAL RESEARCH, 2015, (09) : 518 - 520
[49] Efficient oxidative modification of polysaccharides in water using H2O2 activated by iron sulfophthalocyanine
Klein-Koerkamp, Carmen
Granet, Robert
Zerrouki, Rachida
Villandier, Nicolas
Jerome, Francois
Barrault, Joel
Krausz, Pierre
CARBOHYDRATE POLYMERS, 2009, 78 (04) : 938 - 944
[50] Oxidative degradation of pharmaceutical by Fenton-like reaction using pyrite and H2O2
Bae, Sungjun
Song, Si-uk
Kim, Dongwook
Lee, Woojin
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244

← 1 2 3 4 5 →