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
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
收藏
页码:883 / 885
页数:3
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