Ti-exchanged ZSM-5 as heterogeneous catalyst for allylation of aldehydes with allyltributylstannane

被引：18

作者：

Bhuyan, Balin Kumar ^{[1
]}

Borah, Arun Jyoti ^{[1
]}

Senapati, Kula Kamal ^{[1
]}

Phukan, Prodeep ^{[1
]}

机构：

[1] Gauhati Univ, Dept Chem, Gauhati 781014, Assam, India

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 21期

关键词：

ZSM-5; Heterogeneous catalyst; Allylation; Allyltributylstannane; Homoallylic alcohol; ASYMMETRIC ALLYLATION; LEWIS-ACID; ENANTIOSELECTIVE ALLYLATION; BIS(((S)-BINAPHTHOXY)(ISOPROPOXY)TITANIUM) OXIDE; 3-COMPONENT SYNTHESIS; COMPLEX; EFFICIENT; STANNANES; REAGENTS; CHLORIDE;

D O I：

10.1016/j.tetlet.2011.03.056

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

Titanium exchanged ZSM-5 catalyst has been prepared by treating an aqueous solution of titanium (IV) chloride with ZSM-5. The supported catalyst has been explored as effective and reusable catalyst for allylation reaction of aldehydes with allyltributylstannane. The new catalytic system promotes efficiently the allylation reaction in toluene condition to produce homoallylic alcohols in high yield. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：2649 / 2651

页数：3

共 45 条

[1]

YTTERBIUM TRIFLUOROMETHANESULFONATE [YB(OTF)(3)] AS A NOVEL CATALYST FOR THE ALLYLATION OF ALDEHYDES [J].

ASPINALL, HC ;

BROWNING, AF ;

GREEVES, N ;

RAVENSCROFT, P .

TETRAHEDRON LETTERS, 1994, 35 (26) :4639-4640

[2]

Ytterbium triflate catalysed allylation of aldehydes: An unusual benzoic acid induced acceleration [J].

Aspinall, HC ;

Greeves, N ;

McIver, EG .

TETRAHEDRON LETTERS, 1998, 39 (50) :9283-9286

[3]

Allylation of aldehydes promoted by the cerium(III) chloride heptahydrate/sodium iodide system: the dependence of regio- and stereocontrol on the reaction conditions [J].

Bartoli, G ;

Giuliani, A ;

Marcantoni, E ;

Massaccesi, M ;

Melchiorre, P ;

Lanari, S ;

Sambri, L .

ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (11-13) :1673-1680

[4]

Investigation into the allylation reactions of aldehydes promoted by the CeCl3•7H2O-NaI system as a Lewis acid [J].

Bartoli, G ;

Bosco, M ;

Giuliani, A ;

Marcantoni, E ;

Palmieri, A ;

Petrini, M ;

Sambri, L .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (04) :1290-1297

[5]

Chiral-achiral ligand synergy: activation of a zirconium-BINOL Lewis acid complex by the addition of 4-tert-butylcalix[4]arene [J].

Casolari, S ;

Cozzi, PG ;

Orioli, P ;

Tagliavini, E ;

UmaniRonchi, A .

CHEMICAL COMMUNICATIONS, 1997, (21) :2123-2124

[6]

Enantioselective Mukaiyama aldol and Sakurai allylation reactions catalysed by silver(I) complexes with chiral atropisomeric chelating ligands [J].

Cesarotti, E ;

Araneo, S ;

Rimoldi, I ;

Tassi, S .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2003, 204 (204-205) :221-226

[7]

CATALYTIC ASYMMETRIC-SYNTHESIS OF HOMOALLYLIC ALCOHOLS [J].

COSTA, AL ;

PIAZZA, MG ;

TAGLIAVINI, E ;

TROMBINI, C ;

UMANIRONCHI, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (15) :7001-7002

[8]

FLANIGEN EM, 1971, ADV CHEM SER, P201

[9]

Catalytic, enantioselective addition of allylsilanes to aldehydes: Generation of a novel, reactive Ti-IV complex from TiF4 [J].

Gauthier, DR ;

Carreira, EM .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (20) :2363-2365

[10]

AQUEOUS REACTIONS WITH A LEWIS-ACID AND AN ORGANOMETALLIC REAGENT - THE SCANDIUM TRIFLUOROMETHANESULFONATE-CATALYZED ALLYLATION REACTION OF CARBONYL-COMPOUNDS WITH TETRAALLYLTIN [J].

HACHIYA, I ;

KOBAYASHI, S .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) :6958-6960

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