Chiral mesoporous templated silicas as heterogeneous inorganic-organic catalysts in the enantioselective alkylation of benzaldehyde

被引：57

作者：

Laspéras, M ^{[1
]}

Bellocq, N ^{[1
]}

Brunel, D ^{[1
]}

Moreau, P ^{[1
]}

机构：

[1] Ecole Natl Super Chim Montpellier, CNRS UMR 5618, Lab Mat Catalyt & Catalyse Chim Organ, F-34296 Montpellier 5, France

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 17期

关键词：

D O I：

10.1016/S0957-4166(98)00294-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

New mesoporous templated silicas of the MCM-41 family covalently linked to chiral ephedrine are used as heterogeneous chiral auxiliaries in the enantioselective alkylation of benzaldehyde by diethylzinc. Promising results are obtained with these inorganic-organic catalysts. Various factors which may affect the activity, selectivity and enantioselectivity are studied. Comparison with homogeneous catalysis is carried out. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：3053 / 3064

页数：12

共 26 条

[1] A NEW FAMILY OF MESOPOROUS MOLECULAR-SIEVES PREPARED WITH LIQUID-CRYSTAL TEMPLATES
BECK, JS
VARTULI, JC
ROTH, WJ
LEONOWICZ, ME
KRESGE, CT
SCHMITT, KD
CHU, CTW
OLSON, DH
SHEPPARD, EW
MCCULLEN, SB
HIGGINS, JB
SCHLENKER, JL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (27) : 10834 - 10843
[2] Bellocq N, 1997, STUD SURF SCI CATAL, V108, P485
[3] Blaser H. U., 1988, STUD SURF SCI CATAL, P153
[4] Bond G. C., 1974, HETEROGENEOUS CATALY
[5] On a theory of the van der Waals adsorption of gases
Brunauer, S
Deming, LS
Deming, WE
Teller, E
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1940, 62 : 1723 - 1732
[6] Brunel D, 1995, STUD SURF SCI CATAL, V97, P173
[7] Monoglyceride synthesis by heterogeneous catalysis using MCM-41 type silicas functionalized with amino groups
Cauvel, A
Renard, G
Brunel, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (03) : 749 - 751
[8] CATALYTIC ASYMMETRIC ALKYLATION OF ALDEHYDES BY DIETHYLZINC IN THE PRESENCE OF N-ISO-PROPYLEPHEDRINE - DEPENDENCE OF ENANTIOSELECTIVITY ON ET2ZN-RCHO
CHALONER, PA
LANGADIANOU, E
[J]. TETRAHEDRON LETTERS, 1990, 31 (36) : 5185 - 5188
[9] CHIRAL LIGANDS CONTAINING HETEROATOMS .10. 1-(2-PYRIDYL)ALKYLAMINES AS CHIRAL CATALYSTS IN THE ADDITION OF DIETHYLZINC TO ALDEHYDES - TEMPERATURE-DEPENDENCE ON THE ENANTIOSELECTIVITY
CONTI, S
FALORNI, M
GIACOMELLI, G
SOCCOLINI, F
[J]. TETRAHEDRON, 1992, 48 (41) : 8993 - 9000
[10] ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES CATALYZED BY POLYMER-SUPPORTED CHIRAL OXAZABOROLIDINE
ELMOUALIJ, N
CAZE, C
[J]. EUROPEAN POLYMER JOURNAL, 1995, 31 (02) : 193 - 198

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