Homogeneous cis-dihydroxylation and epoxidation of olefins with high H2O2 efficiency by mixed manganese/activated carbonyl catalyst system

被引：89

作者：

Brinksma, J

Schmieder, L

van Vliet, G

Boaron, R

Hage, R

De Vos, DE

Alsters, PL

Feringa, BL

机构：

[1] Univ Groningen, Stratingh Inst, Organ Chem Lab, NL-9747 AG Groningen, Netherlands

[2] DSM Fine Chem Adv Synth & Catalysis, NL-6160 MD Geleen, Netherlands

[3] Unilever Res Labs Vlaardingen, NL-3130 AC Vlaardingen, Netherlands

[4] Katholieke Univ Leuven, Ctr Surface Chem & Catalysis, B-3001 Louvain, Belgium

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 14期

关键词：

hydrogen peroxide; cis-diols; epoxides; manganese; oxidation;

D O I：

10.1016/S0040-4039(02)00292-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of [Mn2O3(tmtacn)(2)](PF6)(2) (tmtacn = 1,4,7-trimethyl-1,4,7-triazacyclononane) in combination with glyoxylic acid methylester methyl hemiacetal (GMHA) results in a highly active and hydrogen peroxide efficient catalyst for the epoxidation of olefins as well as the first homogeneous catalytic cis-dihydroxylation system with H2O2 and with turnover numbers up to 420. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2619 / 2622

页数：4

共 27 条

[11] MULTIPLE BONDS BETWEEN MAIN-GROUP ELEMENTS AND TRANSITION-METALS .100. METHYLTRIOXORHENIUM AS CATALYST FOR OLEFIN OXIDATION
HERRMANN, WA
FISCHER, RW
MARZ, DW
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (12): : 1638 - 1641
[12] HOMOGENEOUS CATALYSIS BY TRANSITION-METAL OXYGEN ANION CLUSTERS
HILL, CL
PROSSERMCCARTHA, CM
[J]. COORDINATION CHEMISTRY REVIEWS, 1995, 143 : 407 - 455
[13] HOSOYA N, 1993, SYNLETT, P641
[14] ENANTIOSELECTIVE CATALYTIC EPOXIDATION OF CINNAMATE ESTERS
JACOBSEN, EN
DENG, L
FURUKAWA, Y
MARTINEZ, LE
[J]. TETRAHEDRON, 1994, 50 (15) : 4323 - 4334
[15] Osmium-catalyzed asymmetric dihydroxylation of olefins by H2O2 using a biomimetic flavin-based coupled catalytic system
Jonsson, SY
Färnegårdh, K
Bäckvall, JE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (07) : 1365 - 1371
[16] Oxidation catalysis with semi-inorganic zeolite-based Mn catalysts
KnopsGerrits, PP
DeVos, DE
Jacobs, PA
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 117 (1-3) : 57 - 70
[17] CATALYTIC ASYMMETRIC DIHYDROXYLATION
KOLB, HC
VANNIEUWENHZE, MS
SHARPLESS, KB
[J]. CHEMICAL REVIEWS, 1994, 94 (08) : 2483 - 2547
[18] A cheap, catalytic, scalable, and environmentally benign method for alkene epoxidations
Lane, BS
Burgess, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (12) : 2933 - 2934
[19] A PRACTICAL METHOD FOR THE LARGE-SCALE PREPARATION OF [N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)1,2-CYCLOHEXANEDIAMINATO(2-)]MANGANESE(III) CHLORIDE, A HIGHLY ENANTIOSELECTIVE EPOXIDATION CATALYST
LARROW, JF
JACOBSEN, EN
GAO, Y
HONG, YP
NIE, XY
ZEPP, CM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (07) : 1939 - 1942
[20] QueeSmith VC, 1996, INORG CHEM, V35, P6461

← 1 2 3 →