Lewis base catalyzed trifluoromethylation of carbonyl compounds with trialkyl(trifluoromethyl)silanes

被引：41

作者：

Hagiwara, T

Kobayashi, T

Fuchikami, T

机构：

[1] Sagami Chemical Research Center, Sagamihara, Kanagawa, 229

来源：

MAIN GROUP CHEMISTRY | 1997年 / 2卷 / 01期

关键词：

D O I：

10.1080/13583149712331338829

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Many Lewis bases effectively catalyze the trifluoromethylation of carbonyl compounds with trimethyl(trifluoromethyl)silane. By using chiral Lewis bases as catalysts, asymmetric trifluoromethylation was achieved. The higher enantiomer excesses were observed on using trialkyl(trifluoromethyl)silanes bearing bulky alkyl groups on the silicon atom.

引用

收藏

页码：13 / 15

页数：3

相关论文

共 10 条

[1] PREPARATION AND PROPERTIES OF CHIRAL FLUOROORGANIC COMPOUNDS [J].

BRAVO, P ;

RESNATI, G .

TETRAHEDRON-ASYMMETRY, 1990, 1 (10) :661-692

[2] ASYMMETRIC TRIFLUOROMETHYLATION OF ALDEHYDES AND KETONES WITH TRIFLUOROMETHYLTRIMETHYSILANE CATALYZED BY CHIRAL QUATERNARY AMMONIUM FLUORIDES [J].

ISEKI, K ;

NAGAI, T ;

KOBAYASHI, Y .

TETRAHEDRON LETTERS, 1994, 35 (19) :3137-3138

[3] PREPARATION OF TRIFLUOROMETHYL AND OTHER PERFLUOROALKYL COMPOUNDS WITH (PERFLUORALKYL)TRIMETHYLSILANES [J].

KRISHNAMURTI, R ;

BELLEW, DR ;

PRAKASH, GKS .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (03) :984-989

[4] TETRAKIS(DIMETHYLAMINO)ETHYLENE TRIFLUOROIODOMETHANE, A SPECIFIC NOVEL TRIFLUOROMETHYLATING AGENT [J].

PAWELKE, G .

JOURNAL OF FLUORINE CHEMISTRY, 1989, 42 (03) :429-433

[5] SYNTHETIC METHODS AND REACTIONS .141. FLUORIDE-INDUCED TRIFLUOROMETHYLATION OF CARBONYL-COMPOUNDS WITH TRIFLUOROMETHYLTRIMETHYLSILANE (TMS-CF3) - A TRIFLUOROMETHIDE EQUIVALENT [J].

PRAKASH, GKS ;

KRISHNAMURTI, R ;

OLAH, GA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (01) :393-395

[6] THE 1ST CF3-SUBSTITUTED ORGANYL(CHLORO)SILANES [J].

RUPPERT, I ;

SCHLICH, K ;

VOLBACH, W .

TETRAHEDRON LETTERS, 1984, 25 (21) :2195-2198

[7] A NEW METHOD FOR SYNTHESIS OF TRIFLUOROMETHYL-SUBSTITUTED PHENOLS AND ANILINES [J].

STAHLY, GP ;

BELL, DR .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (12) :2873-2877

[8] NEW FLUORINE-CONTAINING FERROELECTRIC LIQUID-CRYSTAL COMPOUNDS SHOWING TRISTABLE SWITCHING [J].

SUZUKI, Y ;

HAGIWARA, T ;

KAWAMURA, I ;

OKAMURA, N ;

KITAZUME, T ;

KAKIMOTO, M ;

IMAI, Y ;

OUCHI, Y ;

TAKEZOE, H ;

FUKUDA, A .

LIQUID CRYSTALS, 1989, 6 (02) :167-174

[9] A NOVEL AND CONVENIENT METHOD FOR TRIFLUOROMETHYLATION OF ORGANIC HALIDES USING CF3SIR3/KF/CU(I) SYSTEM [J].

URATA, H ;

FUCHIKAMI, T .

TETRAHEDRON LETTERS, 1991, 32 (01) :91-94

[10] ADVANCES IN THE PREPARATION OF BIOLOGICALLY-ACTIVE ORGANOFLUORINE COMPOUNDS [J].

WELCH, JT .

TETRAHEDRON, 1987, 43 (14) :3123-3197