SCANDIUM TRIFLUOROMETHANESULFONATE (SC(OTF)3) - A NOVEL REUSABLE CATALYST IN THE DIELS-ALDER REACTION

被引：205

作者：

KOBAYASHI, S

HACHIYA, I

ARAKI, M

ISHITANI, H

机构：

[1] Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Shinjuku-ku, Tokyo, 162, Kagurazaka

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 23期

关键词：

D O I：

10.1016/S0040-4039(00)79220-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Scandium trifluoromethanesulfonate (Sc(OTf)3) is found to be quite effective as a Lewis acid catalyst in the Diels-Alder reaction. The novel catalyst is available in both aqueous and organic media, is easily recovered from aqueous layer after the reaction is completed, and can be reused.

引用

页码：3755 / 3758

页数：4

共 14 条

[1] CHIRAL INDUCTION IN THE CYCLOCONDENSATION OF ALDEHYDES WITH SILOXYDIENES [J].

BEDNARSKI, M ;

MARING, C ;

DANISHEFSKY, S .

TETRAHEDRON LETTERS, 1983, 24 (33) :3451-3454

[2]

CARRUTHERS W, 1990, CCLOADDITION REACTIO

[3]

Cotton F. A., 1988, ADV INORG CHEM, P973

[4] MICELLAR CATALYSIS IN THE AQUEOUS INTERMOLECULAR DIELS-ALDER REACTION - RATE ACCELERATION AND ENHANCED SELECTIVITY [J].

GRIECO, PA ;

GARNER, P ;

HE, Z .

TETRAHEDRON LETTERS, 1983, 24 (18) :1897-1900

[5] HOMOGENEOUS CATALYSIS - [TI(CP-ASTERISK)2(H2O)2]2+ - AN AIR-STABLE, WATER-TOLERANT DIELS-ALDER CATALYST [J].

HOLLIS, TK ;

ROBINSON, NP ;

BOSNICH, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (13) :5464-5466

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

KOBAYASHI, S ;

HACHIYA, I .

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

[7] ASYMMETRIC ALDOL REACTION BETWEEN ACHIRAL SILYL ENOL ETHERS AND ACHIRAL ALDEHYDES BY USE OF A CHIRAL PROMOTER SYSTEM [J].

KOBAYASHI, S ;

UCHIRO, H ;

FUJISHITA, Y ;

SHIINA, I ;

MUKAIYAMA, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (11) :4247-4252

[8] LANTHANIDE TRIFLUOROMETHANESULFONATES AS REUSABLE CATALYSTS - MICHAEL AND DIELS-ALDER REACTIONS [J].

KOBAYASHI, S ;

HACHIYA, I ;

TAKAHORI, T ;

ARAKI, M ;

ISHITANI, H .

TETRAHEDRON LETTERS, 1992, 33 (45) :6815-6818

[9] 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

[10] NEW CROSS-ALDOL REACTION VIA VINYLOXYBORANES [J].

MUKAIYAMA, T ;

INOUE, T .

CHEMISTRY LETTERS, 1976, (06) :559-562

← 1 2 →