PREPARATION OF SAMARIUM(II) TRIFLATE AND IT MEDIATED GRIGNARD-TYPE REACTION - IN-SITU FORMATION AND REACTION OF NEW ORGANOSAMARIUM REAGENTS

被引：29

作者：

FUKUZAWA, SI

TSUCHIMOTO, T

KANAI, T

机构：

来源：

CHEMISTRY LETTERS | 1994年 / 11期

关键词：

D O I：

10.1246/cl.1994.1981

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Samarium(II) triflate was readily prepared by the reaction of samarium(III) triflate with sec-butyllithium at room temperature in THF. Its reducing ability was examined by pinacol coupling of carbonyl compounds. Sm(OTf)(2) mediated Grignard-type reaction in THF-HMPA effectively; alkylation and allylation of ketones or aldehydes by simple alkyl, allyl, and benzyl halides proceeded via organosamarium intermediates.

引用

收藏

页码：1981 / 1984

页数：4

相关论文

共 12 条

[1] ADDITIONS OF ALKYLLANTHANUM TRIFLATES TO CARBONYL-COMPOUNDS - REACTIVE ORGANOMETALLIC NUCLEOPHILES [J].

COLLINS, S ;

HONG, YP ;

HOOVER, GJ ;

VEIT, JR .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) :3565-3568

[2]

CURRAN DP, 1990, SYNLETT, P773

[3] THE SAMARIUM GRIGNARD REACTION - INSITU FORMATION AND REACTIONS OF PRIMARY AND SECONDARY ALKYLSAMARIUM(III) REAGENTS [J].

CURRAN, DP ;

TOTLEBEN, MJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (15) :6050-6058

[4]

CURRAN DP, 1992, SYNLETT, P943

[5] ORGANOMETALLIC COMPOUNDS OF BIVALENT EUROPIUM, YTTERBIUM, AND SAMARIUM [J].

EVANS, DF ;

FAZAKERLEY, GV ;

PHILLIPS, RF .

JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1971, (11) :1931-+

[6] DIVALENT LANTHANIDE DERIVATIVES IN ORGANIC-SYNTHESIS .1. MILD PREPARATION OF SMI2 AND YBI2 AND THEIR USE AS REDUCING OR COUPLING AGENTS [J].

GIRARD, P ;

NAMY, JL ;

KAGAN, HB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (08) :2693-2698

[7]

HANAMOTO T, 1994, SYNLETT, P377

[8] GENERATION AND REACTIVITIES OF ORGANOCERIUM REAGENTS [J].

IMAMOTO, T ;

KUSUMOTO, T ;

YOKOYAMA, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (18) :1042-1044

[9] CARBON CARBON BOND-FORMING REACTIONS USING CERIUM METAL OR ORGANOCERIUM(III) REAGENTS [J].

IMAMOTO, T ;

KUSUMOTO, T ;

TAWARAYAMA, Y ;

SUGIURA, Y ;

MITA, T ;

HATANAKA, Y ;

YOKOYAMA, M .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (21) :3904-3912

[10] DIASTEREOSELECTIVE ADDITION OF ORGANOYTTERBIUM REAGENTS TO CARBONYL SUBSTRATES [J].

MOLANDER, GA ;

BURKHARDT, ER ;

WEINIG, P .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (17) :4990-4991