Epoxidation of olefins with peracid at low temperature with copper catalysis

被引：30

作者：

Andrus, MB ^{[1
]}

Poehlein, BW ^{[1
]}

机构：

[1] Brigham Young Univ, Dept Chem & Biochem, Provo, UT 84602 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 07期

基金：

美国国家科学基金会;

关键词：

epoxidation; epoxides; catalysis; olefins;

D O I：

10.1016/S0040-4039(00)00070-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of a wide range of olefins with m-chloroperbenzoic acid (MCPBA) at low temperature in the presence of copper(I) and (II) catalysts in methylene chloride provides epoxides in good to excellent yields. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：1013 / 1014

页数：2

共 9 条

[1] CHEMICAL AND BIOLOGICAL SYNTHESIS OF CHIRAL EPOXIDES
BESSE, P
VESCHAMBRE, H
[J]. TETRAHEDRON, 1994, 50 (30) : 8885 - 8927
[2] C2-symmetric Cu(II) complexes as chiral Lewis acids.: Catalytic enantioselective Michael addition of silylketene acetals to alkylidene malonates
Evans, DA
Rovis, T
Kozlowski, MC
Tedrow, JS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (09) : 1994 - 1995
[3] COPPER-ION MEDIATED EPOXIDATION OF OLEFINS BY IODOSYLBENZENE
FRANKLIN, CC
VANATTA, RB
TAI, AF
VALENTINE, JS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (03) : 814 - 816
[4] TETRAKIS(ACETONITRILE)COPPER(1+) HEXAFLUOROPHOSPHATE(1-) - CU2O+2HPF6CH3CN-]2[CU(CH3CN)4][PF6]+H2O
KUBAS, GJ
[J]. INORGANIC SYNTHESES, 1990, 28 : 68 - 70
[5] THE OXIDATION OF OLEFINS WITH PERBENZOIC ACIDS - A KINETIC STUDY
LYNCH, BM
PAUSACKER, KH
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1955, : 1525 - 1531
[6] INTERMOLECULAR AND INTRAMOLECULAR EPOXIDATION UTILIZING SILYL-PROTECTED PEROXY ESTERS AND COPPER SALT
SAITO, I
MANO, T
NAGATA, R
MATSUURA, T
[J]. TETRAHEDRON LETTERS, 1987, 28 (17) : 1909 - 1912
[7] EPOXIDATION OF OLEFINS WITH CATIONIC (SALEN)MNIII COMPLEXES - THE MODULATION OF CATALYTIC ACTIVITY BY SUBSTITUENTS
SRINIVASAN, K
MICHAUD, P
KOCHI, JK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (09) : 2309 - 2320
[8] EPOXIDATION OF OLEFINS BY IODOSYLBENZENE CATALYZED BY BINUCLEAR COPPER(II) COMPLEXES
TAI, AF
MARGERUM, LD
VALENTINE, JS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (16) : 5006 - 5008
[9] OXYGENATION OF ORGANIC SUBSTRATES BY IODOSYLBENZENE CATALYZED BY SOLUBLE MANGANESE, IRON, COBALT, OR COPPER-SALTS IN ACETONITRILE
VANATTA, RB
FRANKLIN, CC
VALENTINE, JS
[J]. INORGANIC CHEMISTRY, 1984, 23 (25) : 4121 - 4123

← 1 →