ALKALI-METAL FLUORIDES AS EFFICIENT FLUORINATING AGENTS - ENANTIOCONTROLLED SYNTHESIS OF 2-FLUOROALKYL CARBOXYLATES AND 1-FLUOROALKYL BENZENES

被引:14
作者
FRITZLANGHALS, E
机构
[1] Consortium für Elektrochemische Industrie GmbH, Central Research Company, Wacker-Chemie GmbH, D-81379 München
关键词
D O I
10.1016/0957-4166(94)80048-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Potassium fluoride and cesium fluoride in formamide, N-methylformamide, or acetamide are efficient fluorinating agents. They can be used for the enantiocontrolled synthesis of 2-fluorocarboxylic acids 1a and 1-fluoroalkyl benzenes 1b from the corresponding sulfonates which are easily available in high enantiomeric purity. The scope and limitation of the synthetic method is discussed.
引用
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页码:981 / 986
页数:6
相关论文
共 29 条
[1]   Synthesis of Fluorine-Containing Ferroelectric Liquid Crystals [J].
Arakawa, Sei'ichi ;
Nito, Kei'ichi ;
Seto, Jun'etsu .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1991, 204 :15-25
[2]  
BOHLMANN R, 1990, NACHR CHEM TECH LAB, V38, P40
[3]  
BOMELBURG J, 1989, Z NATURFORSCH, P1127
[4]   SOME NEW ALPHA-FLUORO ESTERS INCORPORATING A CYCLOHEXANE RING AS CHIRAL DOPANTS FOR FERROELECTRIC MIXTURES [J].
BUCHECKER, R ;
KELLY, SM ;
FUENFSCHILLING, J .
LIQUID CRYSTALS, 1990, 8 (02) :217-227
[5]   DIISOPINOCAMPHEYLCHLOROBORANE, A REMARKABLY EFFICIENT CHIRAL REDUCING AGENT FOR AROMATIC PROCHIRAL KETONES [J].
CHANDRASEKHARAN, J ;
RAMACHANDRAN, PV ;
BROWN, HC .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (25) :5446-5448
[6]   FLUORIDE-ION AS A BASE IN ORGANIC-SYNTHESIS [J].
CLARK, JH .
CHEMICAL REVIEWS, 1980, 80 (05) :429-452
[7]   A FACILE SYNTHESIS OF METHANESULFONATE ESTERS [J].
CROSSLAN.RK ;
SERVIS, KL .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (09) :3195-&
[8]  
Filler R., 1982, BIOMEDICAL ASPECTS F
[9]   SIMPLE STEREOSPECIFIC SYNTHESES OF (R)-2-FLUOROHEXANOIC ACID ETHYL-ESTER [J].
FOCELLA, A ;
BIZZARRO, F ;
EXON, C .
SYNTHETIC COMMUNICATIONS, 1991, 21 (21) :2165-2170
[10]   SIMPLE SYNTHESIS OF OPTICALLY-ACTIVE 2-FLUOROPROPANOIC ACID AND ANALOGS OF HIGH ENANTIOMERIC PURITY [J].
FRITZLANGHALS, E ;
SCHUTZ, G .
TETRAHEDRON LETTERS, 1993, 34 (02) :293-296