Cationic palladium(II) complex-catalyzed hetero Diels-Alder reaction of dienes with aldehydes

被引:52
作者
Oi, S
Kashiwagi, K
Terada, E
Ohuchi, K
Inoue, Y
机构
[1] Department of Materials Chemistry, Graduate School of Engineering, Tohoku University
关键词
D O I
10.1016/0040-4039(96)01369-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cationic palladium(II) complexes, [PdL(2)(RCN)(2)](BF4)(2), have been found to catalyze the hetero Diels-Alder reaction of nonactivated simple dienes with aldehydes, affording the corresponding 5,6-dihydro-2H-pyrans in good yields under mild conditions. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:6351 / 6354
页数:4
相关论文
共 11 条
[1]   AROMATIC ALDEHYDES AS DIENOPHILES [J].
ANSELL, MF ;
CHARALAMBIDES, AA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (12) :739-+
[2]  
Bednarski M.D., 1991, COMPREHENSIVE ORGANI, V2, P661, DOI DOI 10.1016/B978-0-08-052349-1.00044-5
[3]  
BOGER DL, 1987, HETERO DIELSALDER ME
[4]   TOTALLY SYNTHETIC ROUTES TO THE HIGHER MONOSACCHARIDES [J].
DANISHEFSKY, SJ ;
DENINNO, MP .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (01) :15-23
[5]   HARD LIGANDS AS DONORS TO SOFT METALS .3. CATIONIC BIS(SOLVENT) COMPLEXES OF PALLADIUM(II) - CATIONS FOR CATALYSIS [J].
DAVIES, JA ;
HARTLEY, FR ;
MURRAY, SG .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1980, (11) :2246-2249
[6]   GENERALIZED FRONTIER ORBITALS OF ALKENES AND DIENES - REGIOSELECTIVITY IN DIELS-ALDER REACTIONS [J].
HOUK, KN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (12) :4092-4094
[7]   ASYMMETRIC HETERO-DIELS-ALDER REACTIONS AND ENE REACTIONS CATALYZED BY CHIRAL COPPER(II) COMPLEXES [J].
JOHANNSEN, M ;
JORGENSEN, KA .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (18) :5757-5762
[8]   MECHANISTIC VARIATIONS IN THE LEWIS ACID-CATALYZED CYCLOCONDENSATION OF SILOXYDIENES WITH ALDEHYDES [J].
LARSON, ER ;
DANISHEFSKY, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (23) :6458-6460
[9]   ORBITAL ENERGY CONTROL OF CYCLOADDITION REACTIVITY [J].
SUSTMANN, R .
PURE AND APPLIED CHEMISTRY, 1974, 40 (04) :569-593
[10]   ENANTIOSELECTIVE HETERO-DIELS-ALDER REACTION WITH GLYOXYLATE CATALYZED BY CHIRAL TITANIUM COMPLEX - ASYMMETRIC-SYNTHESIS OF THE LACTONE PORTION OF MEVINOLIN AND COMPACTIN [J].
TERADA, M ;
MIKAMI, K ;
NAKAI, T .
TETRAHEDRON LETTERS, 1991, 32 (07) :935-938