FLUORINATED KETENE DITHIOACETALS .3. A RADICAL ENTRY TO ALPHA-PERFLUOROALKYL KETENE DITHIOACETALS - APPLICATION TO SUGAR-DERIVATIVES

被引：14

作者：

BERGERON, S ^{[1
]}

BRIGAUD, T ^{[1
]}

FOULARD, G ^{[1
]}

PLANTIERROYON, R ^{[1
]}

PORTELLA, C ^{[1
]}

机构：

[1] UFR SCI,CNRS,REARRANGEMENTS THERM & PHOTOCHIM LAB,BP 347,F-51062 REIMS,FRANCE

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 13期

关键词：

KETENE DITHIOACETALS; RADICAL PERFLUOROALKYLATION; PERFLUOROALKYLATED SUGARS;

D O I：

10.1016/S0040-4039(00)73028-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alpha-perfluoroalkyl ketene dithioacetals were synthesized by radical perfluoroalkylation of ketene dithioacetals with perfluoroalkyl iodide and sodium dithionite in a basic medium. Application to sugar derived ketene dithioacetals gave results depending strongly on the sugar structure.

引用

页码：1985 / 1988

页数：4

共 33 条

[1] SYNTHESIS OF BIS-GAMMA-LACTONES FROM DIACETONE GLUCOSE .4. OPTICALLY-ACTIVE AVENACIOLIDE AND ISOAVENACIOLIDE [J].

ANDERSON, RC ;

FRASERREID, B .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (24) :4781-4786

[2]

[Anonymous], CHIN J CHEM

[3] SYNTHESIS OF NEW FLUORINATED NONIONIC SURFACTANTS DERIVED FROM LACTOSE - THE N-[2-(F-ALKYL)ETHYL]-LACTOSYLAMINES AND N-[2-(F-ALKYL)ETHYL]-LACTOBIONAMIDES [J].

ELGHOUL, M ;

ESCOULA, B ;

RICO, I ;

LATTES, A .

JOURNAL OF FLUORINE CHEMISTRY, 1992, 59 (01) :107-112

[4] ADDITION OF PERFLUOROALKYL IODIDES TO 4-PENTENOL AND ITS DERIVATIVES - ONE-POT PREPARATION OF 2-[(F-ALKYL)METHYL]-TETRAHYDROFURANS [J].

GREINER, J ;

MILIUS, A ;

RIESS, JG .

JOURNAL OF FLUORINE CHEMISTRY, 1992, 56 (03) :285-293

[5]

GROBEL BT, 1977, SYNTHESIS-STUTTGART, P357

[6] CRYSTALLINE 2,3-4,5-DI-O-ISOPROPYLIDENE-DL-ARABINOSE DIETHYL DITHIOACETAL - SOME REACTIONS OF ACETAL DERIVATIVES OF ARABINOSE [J].

HORTON, D ;

VARELA, O .

CARBOHYDRATE RESEARCH, 1984, 134 (02) :205-214

[7]

Huang W.-Y., 1991, CHINESE J CHEM, V9, P167

[8]

Huang W.-Y., 1991, CHINESE J CHEM, V9, P174

[9]

HUANG W-Y, 1991, Chinese Journal of Chemistry, V9, P351

[10] STUDIES ON THE REACTIONS OF SILYL ENOL ETHER WITH PERFLUORO-ORGANIC COMPOUNDS .2. ONE-POT REACTION FOR THE SYNTHESIS OF FLUORINATED BETA-DIKETONES [J].

HUANG, WY ;

WU, YM .

JOURNAL OF FLUORINE CHEMISTRY, 1992, 59 (02) :179-183

← 1 2 3 4 →