SILICA AND ALUMINA MODIFIED BY LEWIS-ACIDS AS CATALYSTS IN DIELS-ALDER REACTIONS OF CHIRAL ACRYLATES

被引：33

作者：

CATIVIELA, C ^{[1
]}

FIGUERAS, F ^{[1
]}

GARCIA, JI ^{[1
]}

MAYORAL, JA ^{[1
]}

PIRES, E ^{[1
]}

ROYO, AJ ^{[1
]}

机构：

[1] ECOLE NATL SUPER CHIM MONTPELLIER,CHIM ORGAN PHYS & CINET CHIM APPL LAB,CNRS,URA 418,F-34053 MONTPELLIER,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 04期

关键词：

D O I：

10.1016/S0957-4166(00)80163-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Silica and alumina, modified by treatment with AlClEt2 and TiCl4, are tested as catalysts in the reactions of cyclopentadiene (1) with (-)-menthyl acrylate (2a), (R)-O-acryloyl pantolactone (2b) and (S)-O-acryloyl lactate (2c). Silica-modified systems are the most efficient heterogeneous catalysts described to date for this kind of reaction, leading to selectivities similar to those obtained with aluminium homogeneous catalysts. Whereas silica. AlClEt2 is better for the reaction of 2a and 2c, silica. TiCl4 is more suitable for the reaction of 2b.

引用

页码：621 / 624

页数：4

共 30 条

[1]

BOECKMAN RV, 1980, J ORG CHEM, V45, P754

[2] PRODUCT DISTRIBUTION IN DIELS-ALDER ADDITION OF N-BENZYLIDENE ANILINE ANILINE AND ENOL ETHERS [J].

CABRAL, J ;

LASZLO, P .

TETRAHEDRON LETTERS, 1989, 30 (51) :7237-7238

[3] EFFECT OF CLAY CALCINATION ON CLAY-CATALYZED DIELS-ALDER REACTIONS OF CYCLOPENTADIENE WITH METHYL AND (-)-MENTHYL ACRYLATES [J].

CATIVIELA, C ;

FRAILE, JM ;

GARCIA, JI ;

MAYORAL, JA ;

PIRES, E ;

FIGUERAS, F ;

DEMENORVAL, LC .

TETRAHEDRON, 1992, 48 (31) :6467-6476

[4] A STUDY ON THE ROLE OF SOLVENT IN CLAY-CATALYZED DIELS-ALDER REACTIONS [J].

CATIVIELA, C ;

FRAILE, JM ;

GARCIA, JI ;

MAYORAL, JA ;

FIGUERAS, F .

JOURNAL OF MOLECULAR CATALYSIS, 1991, 68 (03) :L31-L34

[5] CLAY-CATALYZED ASYMMETRIC DIELS-ALDER REACTION OF CYCLOPENTADIENE WITH (-)-MENTHYL ACRYLATE [J].

CATIVIELA, C ;

FIGUERAS, F ;

FRAILE, JM ;

GARCIA, JI ;

MAYORAL, JA .

TETRAHEDRON-ASYMMETRY, 1991, 2 (10) :953-956

[6] FACTORS INFLUENCING THE K10 MONTMORILLONITE-CATALYZED DIELS-ALDER REACTION BETWEEN METHYL ACRYLATE AND CYCLOPENTADIENE [J].

CATIVIELA, C ;

FRAILE, JM ;

GARCIA, JI ;

MAYORAL, JA ;

FIGUERAS, F ;

DEMENORVAL, LC ;

ALONSO, PJ .

JOURNAL OF CATALYSIS, 1992, 137 (02) :394-407

[7]

CATIVIELA C, IN PRESS TETRAHEDRON

[8]

CATIVIELA C, IN PRESS J MOL CATAL

[9] SYNTHESIS OF DIASTEREOMERIC MIXTURE (2RS)-2-[(1R)-3-CYCLOHEXENYL] PROPANAL [J].

CEDER, O ;

NILSSON, HG .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1976, 30 (09) :908-910

[10] THERMAL-REACTIONS OF DONOR-ACCEPTOR SYSTEMS .7. HETERO DIELS-ALDER REACTIONS OF ALLENES ON SILICA-GEL SURFACE AND UNDER LIQUID-PHASE CONDITIONS [J].

CONRADS, M ;

MATTAY, J ;

RUNSINK, J .

CHEMISCHE BERICHTE, 1989, 122 (11) :2207-2208

← 1 2 3 →