Asymmetric epoxidation of olefins -: The first enantioselective epoxidation of unfunctionalised olefins catalysed by a chiral ruthenium complex with H2O2 as oxidant

被引:44
作者
Stoop, RM [1 ]
Mezzetti, A [1 ]
机构
[1] ETH Zentrum, Anorgan Chem Lab, CH-8092 Zurich, Switzerland
关键词
D O I
10.1039/a809640f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Up to 40% ee was obtained in the asymmetric epoxidation of styrene and other unfunctionalised olefins catalysed by the ruthenium(II) complex [RuCl(PNNP)]PF6 (PNNP = N,N'-{(o-diphenylphosphino)benzylidene}-(1S,2S)- diiminocyclohexane) using hydrogen peroxide as the primary oxidant.
引用
收藏
页码:39 / 41
页数:3
相关论文
共 18 条
[1]   RUTHENIUM-CATALYZED EPOXIDATIONS - MECHANISTIC AND SYNTHETIC ASPECTS [J].
BARF, GA ;
SHELDON, RA .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1995, 102 (01) :23-39
[2]   RUTHENIUM-CATALYZED OXIDATION OF PRIMARY ALCOHOLS WITH THE NEW OXIDATION SYSTEM N-METHYLMORPHOLINE/HYDROGEN-PEROXIDE [J].
BEHR, A ;
EUSTERWIEMANN, K .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1991, 403 (1-2) :215-219
[3]   Catalytic asymmetric epoxidation with a chiral ruthenium porphyrin and N-oxides [J].
Berkessel, A ;
Frauenkron, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (16) :2265-2266
[4]  
Bolm C, 1997, SYNLETT, P687
[5]   ALKENE EPOXIDATION BY RUTHENIUM(II) PHOSPHINE COMPLEXES - A KINETIC INVESTIGATION [J].
BRESSAN, M ;
MORVILLO, A .
INORGANIC CHEMISTRY, 1989, 28 (05) :950-953
[6]   Enantioselective epoxidation catalysed by ruthenium complexes with chiral tetradentate bisamide ligands [J].
End, N ;
Pfaltz, A .
CHEMICAL COMMUNICATIONS, 1998, (05) :589-590
[7]   CATALYTIC ALKENE EPOXIDATION WITH RUTHENIUM COMPLEXES AND HYDROGEN-PEROXIDE [J].
FISHER, JM ;
FULFORD, A ;
BENNETT, PS .
JOURNAL OF MOLECULAR CATALYSIS, 1992, 77 (03) :229-234
[8]   A ruthenium(II) complex with a C-2-symmetric diphosphine/diamine tetradentate ligand for asymmetric transfer hydrogenation of aromatic ketones [J].
Gao, JX ;
Ikariya, T ;
Noyori, R .
ORGANOMETALLICS, 1996, 15 (04) :1087-1089
[9]   Remarkable effects of metal, solvent, and oxidant on metalloporphyrin-catalyzed enantioselective epoxidation of olefins [J].
Gross, Z ;
Ini, S .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (16) :5514-5521
[10]  
JACOBSEN EN, 1993, CATALYTIC ASYMMETRIC, P159