Alkene epoxidation with urea-hydrogen peroxide complex and PS-DVB supported phthalic anhydride

被引：14

作者：

Ghiron, C

Nannetti, L

Taddei, M

机构：

[1] Univ Siena, Dipartimento Farm Chim Tecnol, I-53100 Siena, Italy

[2] Sienabiotech Srl, I-53100 Siena, Italy

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 10期

关键词：

supported reagents; epoxidation; peroxyacid;

D O I：

10.1016/j.tetlet.2005.01.074

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new PS-DVB supported phthalic anhydride and UHP (urea-hydrogen peroxide complex) have been used for metal-free alkene epoxidation reactions. The resin was prepared by MW mediated 'PEGylation' of Merrifield resin followed by esterification with trimellitic anhydride chloride. Epoxidation of several alkenes was carried out with this resin and UHP. (C) 2005 Elsevier Ltd. All rights reserved.

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页码：1643 / 1645

页数：3

相关论文

共 29 条

[1] A sensitive visual test for detection of -OH groups on resin (vol 41, pg 7395, 2000) [J].

Attardi, ME ;

Taddei, M .

TETRAHEDRON LETTERS, 2001, 42 (15) :2927-2927

[2] Highly enantioselective enone epoxidation catalyzed by short solid phase-bound peptides: Dominant role of peptide helicity [J].

Berkessel, A ;

Gasch, N ;

Glaubitz, K ;

Koch, C .

ORGANIC LETTERS, 2001, 3 (24) :3839-3842

[3] Applications of free and resin-bound novel (trifluoromethyl)dioxiranes [J].

Boehlow, TR ;

Buxton, PC ;

Grocock, EL ;

Marples, BA ;

Waddington, VL .

TETRAHEDRON LETTERS, 1998, 39 (13) :1839-1842

[4]

BOHOME H, 1955, ORG SYNTH COLL, V3, P619

[5]

BROUGHAM P, 1987, SYNTHESIS-STUTTGART, P1015

[6] A silica gel-supported ruthenium complex of 1,4,7-trimethyl-1,4,7-triazacyclononane as recyclable catalyst for chemoselective oxidation of alcohols and alkenes by tert-butyl hydroperoxide [J].

Cheung, WH ;

Yu, WY ;

Yip, WP ;

Zhu, NY ;

Che, CM .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (22) :7716-7723

[7]

Choong E. S., 2000, CHEM COMMUN, P2415

[8] A new supported reagent for the photochemical generation of radicals in solution [J].

De Luca, L ;

Giacomelli, G ;

Porcu, G ;

Taddei, M .

ORGANIC LETTERS, 2001, 3 (06) :855-857

[9] A new polymer-supported reagent for the synthesis of β-lactams in solution [J].

Donati, D ;

Morelli, C ;

Porcheddu, A ;

Taddei, M .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (26) :9316-9318

[10] PEG-dichlorotriazine (PEG-DCT): A new soluble polymer-supported scavenger for alcohols, thiols, phosphines, and phosphine oxides [J].

Falchi, A ;

Taddei, M .

ORGANIC LETTERS, 2000, 2 (22) :3429-3431