Polymer-supported indium Lewis acid: Highly versatile catalyst for regio- and stereoselective ring-opening of epoxides

被引：46

作者：

Bandini, M ^{[1
]}

Fagioli, M ^{[1
]}

Melloni, A ^{[1
]}

Umani-Ronchi, A ^{[1
]}

机构：

[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2004年 / 346卷 / 05期

关键词：

asymmetric catalysis; heterogeneous catalysis; immobilization; indium; ring-opening;

D O I：

10.1002/adsc.200303236

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The first example of a polymer-supported indium Lewis acid is presented. This new heterogeneous Amberlyst 15/indium complex effectively catalyses (20 mol % based on indium) the formation of new C-C as well as C-S bonds through the highly re-gio- and stereoselective ring-opening reaction of enantiomerically pure epoxides. The easily prepared Amberlyst 15/indium Lewis acid does not require inert atmosphere conditions or anhydrous media and can be easily recovered and recycled for several times without loss of activity.

引用

页码：573 / 578

页数：6

共 37 条

[1]

Babu G, 2000, ALDRICHIM ACTA, V33, P16

[2] InBr3-catalyzed friedel-crafts addition of indoles to chiral aromatic epoxides:: A facile route to enantiopure indolyl derivatives [J].

Bandini, M ;

Cozzi, PG ;

Melchiorre, P ;

Umani-Ronchi, A .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (15) :5386-5389

[3]

Biffis A, 2002, CHEM-EUR J, V8, P2962, DOI 10.1002/1521-3765(20020703)8:13<2962::AID-CHEM2962>3.0.CO

[4]

2-5

[5] POLYMER-PROTECTED REAGENTS .3. ACETAL FORMATION WITH POLYMER-PROTECTED ALUMINUM-CHLORIDE [J].

BLOSSEY, EC ;

TURNER, LM ;

NECKERS, DC .

JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (07) :959-960

[6]

BLOSSEY EC, 1973, TETRAHEDRON LETT, P1823

[7] Advances in indium-catalysed organic synthesis [J].

Chauhan, KK ;

Frost, CG .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (18) :3015-3019

[8] Friedel-Crafts type benzylation and benzoylation of aromatic compounds over Hβ zeolite modified by oxides or chlorides of gallium and indium [J].

Choudhary, VR ;

Jana, SK ;

Patil, NS ;

Bhargava, SK .

MICROPOROUS AND MESOPOROUS MATERIALS, 2003, 57 (01) :21-35

[9] Acylation of aromatic compounds using moisture insensitive InCl3 impregnated mesoporous Si-MCM-41 catalyst [J].

Choudhary, VR ;

Jana, SK ;

Patil, NS .

TETRAHEDRON LETTERS, 2002, 43 (06) :1105-1107

[10] Solid acids for green chemistry [J].

Clark, JH .

ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (09) :791-797

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