RING-OPENING OF VINYLOXIRANES USING TRIETHYLAMINE TRIHYDROGEN FLUORIDE

被引：14

作者：

HEDHLI, A ^{[1
]}

BAKLOUTI, A ^{[1
]}

机构：

[1] FAC SCI TUNIS,DEPT CHIM,CHIM ORGAN STRUCT LAB,TUNIS 1060,TUNISIA

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1995年 / 70卷 / 01期

关键词：

RING-OPENING; VINYLOXIRANES; TRIETHYLAMINE TRIHYDROGEN FLUORIDE; IR SPECTROSCOPY; NMR SPECTROSCOPY; MASS SPECTROMETRY;

D O I：

10.1016/0022-1139(94)03104-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The action of triethylamine trihydrogen fluoride on vinyloxiranes leads, under mild conditions, to the corresponding fluorinated homoallylic alcohols. Some of these alcohols are unstable and accordingly have been converted into the corresponding more stable tosylates.

引用

页码：141 / 144

页数：4

共 13 条

[1] SYNTHESIS OF ALPHA-CYANO-BETA-FLUORO-ALPHA-HYDROXYESTERS [J].

AMMADI, F ;

CHAABOUNI, MM ;

AMRI, H ;

BAKLOUTI, A .

SYNTHETIC COMMUNICATIONS, 1993, 23 (17) :2389-2395

[2]

ARANDA G, 1965, B SOC CHIM FR, P1890

[3]

BAKLOUTI A, 1993, J SOC CHIM TUNISIE, P283

[4] FACTORS DETERMINING CONFORMATIONAL EQUILIBRIUM OF MIXED (TRANS, CIS AND GEM) ALPHA DIHALOGENATED CYCLOHEXANONES - COMPARISON WITH 2-MONOHALOCYCLOHEXANONES (F,CL,BR,I) [J].

CANTACUZENE, J ;

JANTZEN, R ;

RICARD, D .

TETRAHEDRON, 1972, 28 (03) :717-+

[5] DIMETHYLOXOSULFONIUM METHYLIDE ((CH3)2SOCH2) AND DIMETHYLSULFONIUM METHYLIDE ((CH3)2SCH2) FORMATION AND APPLICATION TO ORGANIC SYNTHESIS [J].

COREY, EJ ;

CHAYKOVSKY, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (06) :1353-+

[6]

FARGES G, 1963, B SOC CHIM FR, P51

[7] AN EFFICIENT SYNTHESIS OF 3'-FLUORO-3'-DEOXYTHYMIDINE (FLT) [J].

HAGER, MW ;

LIOTTA, DC .

TETRAHEDRON LETTERS, 1992, 33 (47) :7083-7086

[8] THE COMBINATION OF HYDROGEN-FLUORIDE SALT AND ALUMINUM FLUORIDE - AN EFFICIENT SOLID REAGENT FOR EPOXIDE OPENING TO GIVE FLUOROHYDRINS [J].

ICHIHARA, J ;

HANAFUSA, T .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (23) :1848-1850

[9] REGIOSELECTIVE CONVERSION OF O-PROTECTED GLYCIDOLS TO FLUOROHYDRINS CATALYZED BY TETRABUTYLAMMONIUM DIHYDROGENTRIFLUORIDE UNDER SOLID-LIQUID PTC CONDITIONS [J].

LANDINI, D ;

ALBANESE, D ;

PENSO, M .

TETRAHEDRON, 1992, 48 (20) :4163-4170

[10] REGIOSELECTIVE OPENING OF SIMPLE EPOXIDES WITH DIISOPROPYLAMINE TRIHYDROFLUORIDE [J].

MUEHLBACHER, M ;

POULTER, CD .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (05) :1026-1030

← 1 2 →