REPEATED USE OF THE CATALYST IN LN(OTF)3-CATALYZED ALDOL AND ALLYLATION REACTIONS

被引：68

作者：

KOBAYASHI, S

HACHIYA, I

YAMANOI, Y

机构：

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1994年 / 67卷 / 08期

关键词：

D O I：

10.1246/bcsj.67.2342

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The lanthanoide trifluoromethanesulfonate (lanthanoid triflate)-catalyzed aldol reactions of silyl enol ethers with aldehydes and allylation reactions of tetraallyltin with aldehydes processded smoothly in a water-ethanol-toluene system. The reactions proceeded much faster in the above solvent than in water-tetrahydrofuran. Repeated use of the catalyst in these reactions was realized by a very simple procedure.

引用

收藏

页码：2342 / 2344

页数：3

相关论文

共 10 条

[1] USE OF LANTHANIDE(III) IONS AS CATALYSTS FOR THE REACTIONS OF AMINES WITH NITRILES [J].

FORSBERG, JH ;

SPAZIANO, VT ;

BALASUBRAMANIAN, TM ;

LIU, GK ;

KINSLEY, SA ;

DUCKWORTH, CA ;

POTERUCA, JJ ;

BROWN, PS ;

MILLER, JL .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (06) :1017-1021

[2] AQUEOUS REACTIONS WITH A LEWIS-ACID AND AN ORGANOMETALLIC REAGENT - THE SCANDIUM TRIFLUOROMETHANESULFONATE-CATALYZED ALLYLATION REACTION OF CARBONYL-COMPOUNDS WITH TETRAALLYLTIN [J].

HACHIYA, I ;

KOBAYASHI, S .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) :6958-6960

[3]

HEATHCOCK CH, 1984, ASYMMETRIC SYNTHESIS, V3, P111

[4] THE ALDOL REACTION OF SILYL ENOL ETHERS WITH ALDEHYDES IN AQUEOUS-MEDIA [J].

KOBAYASHI, S ;

HACHIYA, I .

TETRAHEDRON LETTERS, 1992, 33 (12) :1625-1628

[5] LANTHANIDE TRIFLUOROMETHANESULFONATES AS STABLE LEWIS-ACIDS IN AQUEOUS-MEDIA - YB(OTF)3 CATALYZED HYDROXYMETHYLATION REACTION OF SILYL ENOL ETHERS WITH COMMERCIAL FORMALDEHYDE SOLUTION [J].

KOBAYASHI, S .

CHEMISTRY LETTERS, 1991, (12) :2187-2190

[6]

KOBAYASHI S, 1993, SYNTHESIS-STUTTGART, V33, P6815

[7] WATER-PROMOTED ORGANIC-REACTIONS - ALDOL REACTION OF SILYL ENOL ETHERS WITH CARBONYL-COMPOUNDS UNDER ATMOSPHERIC-PRESSURE AND NEUTRAL CONDITIONS [J].

LUBINEAU, A ;

MEYER, E .

TETRAHEDRON, 1988, 44 (19) :6065-6070

[8] NEW CROSS-ALDOL REACTIONS - REACTIONS OF SILYL ENOL ETHERS WITH CARBONYL-COMPOUNDS ACTIVATED BY TITANIUM TETRACHLORIDE [J].

MUKAIYAMA, T ;

BANNO, K ;

NARASAKA, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (24) :7503-7509

[9]

SANO H, 1986, SYNTHESIS-STUTTGART, P776

[10]

THOM KF, 1971, Patent No. 3615169