ALKALI-METAL FLUORIDE MEDIATED SILYL-REFORMATSKY REACTION IN SOLID-LIQUID MEDIA - ACTIVATION BY MICROWAVES

被引：52

作者：

LATOUCHE, R ^{[1
]}

TEXIERBOULLET, F ^{[1
]}

HAMELIN, J ^{[1
]}

机构：

[1] UNIV RENNES 1,PHYSICOCHIM STRUCT GRP 3,CNRS,CAMPUS BEAULIEU,F-35042 RENNES,FRANCE

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 09期

关键词：

D O I：

10.1016/S0040-4039(00)92038-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Condensation of trimethylsilylacetonitrile or ethyltrimethylsilylacetate with benzaldehyde, in the presence of dried alcali metal fluorides in heterogeneous media under microwaves leads readily to beta-trimethylsilyloxynitrile or ester according to a Reformatsky type reaction. The later products could be hydrolyzed and dehydrated on the wet inorganic salt to give the corresponding alkenes.

引用

页码：1179 / 1182

页数：4

共 21 条

[1]

AGER DJ, 1984, SYNTHESIS-STUTTGART, P384

[2]

ALLOUM AB, 1989, J CHEM SOC CHEM COMM, P386

[3] KOHLENSTOFFKETTEN-VERLANGERUNG DURCH SILICIUMORGANISCHE VERBINDUNGEN .12. [J].

BIRKOFER, L ;

RITTER, A ;

WIEDEN, H .

CHEMISCHE BERICHTE-RECUEIL, 1962, 95 (04) :971-&

[4] EXTENSION OF THE MICHAEL REACTION IN THE PRESENCE OF CSF/SI(OR)4 [J].

BOYER, J ;

CORRIU, RJP ;

PERZ, R ;

REYE, C .

TETRAHEDRON, 1983, 39 (01) :117-122

[5] FLUORIDE-ION AS A BASE IN ORGANIC-SYNTHESIS [J].

CLARK, JH .

CHEMICAL REVIEWS, 1980, 80 (05) :429-452

[6] A CONVENIENT SYNTHESIS OF ALPHA-SILYL ESTERS [J].

FESSENDE.RJ ;

FESSENDE.JS .

JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (11) :3535-&

[7] SYNTHETIC ASPECTS OF THE USE OF ORGANO-SILICON COMPOUNDS UNDER NUCLEOPHILIC CATALYSIS CONDITIONS [J].

FURIN, GG ;

VYAZANKINA, OA ;

GOSTEVSKY, BA ;

VYAZANKIN, NS .

TETRAHEDRON, 1988, 44 (10) :2675-2749

[8] INORGANIC SOLIDS IN DRY MEDIA - AN EFFICIENT WAY FOR DEVELOPING MICROWAVE IRRADIATION ACTIVATED ORGANIC-REACTIONS [J].

GUTIERREZ, E ;

LOUPY, A ;

BRAM, G ;

RUIZHITZKY, E .

TETRAHEDRON LETTERS, 1989, 30 (08) :945-948

[9]

HARTZELL SL, 1974, TETRAHEDRON LETT, P1403

[10] EFFICIENT WITTIG-HORNER SYNTHESIS OF ACYCLIC ALPHA-ENONES WITH AN ASYMMETRIC CARBON AT THE GAMMA-POSITION USING BARIUM HYDROXIDE [J].

IBARRA, CA ;

ARIAS, S ;

FERNANDEZ, MJ ;

SINISTERRA, JV .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1989, (05) :503-508

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