DIELS-ALDER REACTIONS CATALYZED BY LANTHANIDE CHLORIDES

被引:10
作者
LIAO, SJ
YU, SW
CHEN, ZY
YU, DR
SHI, L
YANG, RW
SHEN, Q
机构
[1] LIAONING NORMAL UNIV, DEPT CHEM, DALIAN, PEOPLES R CHINA
[2] CHINESE ACAD SCI, CHANGCHUN INST APPL CHEM, CHANGCHUN, PEOPLES R CHINA
来源
JOURNAL OF MOLECULAR CATALYSIS | 1992年 / 72卷 / 02期
基金
中国科学院基金;
关键词
D O I
10.1016/0304-5102(92)80046-J
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Lanthanide chlorides have been found to catalyze the Diels-Alder synthesis of 2-butoxy-3, 4-dihydro-2H-pyran and several norbornene derivatives under mild conditions. In particular, the heavier lanthanide chlorides are very active catalysts for some (4 + 2) cycloaddition reactions. The catalyst activities and selectivities generally increase with increasing atomic number of the rare earth elements.
引用
收藏
页码:209 / 219
页数:11
相关论文
共 17 条
[1]   MILD LEWIS ACID CATALYSIS - EU(FOD)3-MEDIATED HETERO-DIELS-ALDER REACTION [J].
BEDNARSKI, M ;
DANISHEFSKY, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (11) :3716-3717
[2]   CHIRAL INDUCTION IN THE CYCLOCONDENSATION OF ALDEHYDES WITH SILOXYDIENES [J].
BEDNARSKI, M ;
MARING, C ;
DANISHEFSKY, S .
TETRAHEDRON LETTERS, 1983, 24 (33) :3451-3454
[3]   INTERACTIVITY OF CHIRAL CATALYSTS AND CHIRAL AUXILIARIES IN THE CYCLOADDITION OF ACTIVATED DIENES WITH ALDEHYDES - A SYNTHESIS OF L-GLUCOSE [J].
BEDNARSKI, M ;
DANISHEFSKY, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (22) :7060-7067
[4]   ON THE INTERACTIVITY OF CHIRAL AUXILIARIES WITH CHIRAL CATALYSTS IN THE HETERO DIELS-ALDER REACTION - A NEW ROUTE TO L-GLYCOLIPIDS [J].
BEDNARSKI, M ;
DANISHEFSKY, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (23) :6968-6969
[6]   LANTHANIDE CATALYSIS OF CYCLO-ADDITIONS OF HETERODIENES WITH ENOL ETHERS [J].
DANISHEFSKY, S ;
BEDNARSKI, M .
TETRAHEDRON LETTERS, 1984, 25 (07) :721-724
[7]   CATALYSIS OF HOMO DIELS-ALDER REACTIONS BY YB(FOD)3 [J].
DANISHEFSKY, S ;
BEDNARSKI, M .
TETRAHEDRON LETTERS, 1985, 26 (21) :2507-2508
[8]   TOTAL SYNTHESIS OF VINEOMYCIN-B2 AGLYCON [J].
DANISHEFSKY, SJ ;
BIING, JU ;
QUALLICH, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (08) :2453-2455
[9]   DIELS-ALDER REACTIONS OF CYCLOALKENONES .13. REACTIONS OF 2-CYCLOHEXENONES WITH (E)-1-METHOXY-1,3-BUTADIENE [J].
FRINGUELLI, F ;
MINUTI, L ;
RADICS, L ;
TATICCHI, A ;
WENKERT, E .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (19) :4607-4610
[10]  
GANCHI RP, 1988, J CHEM SOC CHEM COMM, P1074