CATALYSIS OF DIELS-ALDER REACTIONS BY METALLOPORPHYRINS

被引：18

作者：

BARTLEY, DW ^{[1
]}

KODADEK, TJ ^{[1
]}

机构：

[1] UNIV TEXAS,DEPT CHEM & BIOCHEM,AUSTIN,TX 78712

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 44期

关键词：

D O I：

10.1016/S0040-4039(00)97048-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aluminium (111) tetraphenyl porphyrin chloride (AITPPCl) has been shown to catalyze Diels-Alder reactions of α,β-unsaturated carbonyl compounds in moderate yield. Selectivity based on electronic effects is exhibited which is different from that seen with catalysts such as diethylaluminlum chloride. © 1990.

引用

收藏

页码：6303 / 6306

页数：4

相关论文

共 11 条

[1] DIELS-ALDER REACTIONS OF CYCLOALKENONES .14. ENDO DIASTEREOSELECTIVITY OF 2-CYCLOHEXENONES IN REACTIONS WITH CYCLOPENTADIENE [J].

ANGELL, EC ;

FRINGUELLI, F ;

GUO, M ;

MINUTI, L ;

TATICCHI, A ;

WENKERT, E .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (18) :4325-4328

[2] MOLECULAR RECOGNITION .2. MOLECULAR RECOGNITION OF AMINO-ACIDS - 2-POINT FIXATION OF AMINO-ACIDS WITH BIFUNCTIONAL METALLOPORPHYRIN RECEPTORS [J].

AOYAMA, Y ;

YAMAGISHI, A ;

ASAGAWA, M ;

TOI, H ;

OGOSHI, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (12) :4076-4077

[3] MOLECULAR RECOGNITION .9. SIMULTANEOUS HYDROGEN-BONDING AND METAL COORDINATION INTERACTIONS IN THE 2-POINT FIXATION OF AMINO-ACIDS WITH A BIFUNCTIONAL METALLOPORPHYRIN RECEPTOR [J].

AOYAMA, Y ;

ASAKAWA, M ;

YAMAGISHI, A ;

TOI, H ;

OGOSHI, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (08) :3145-3151

[4] BIFUNCTIONAL ACTIVATION OF KETONE WITH RHODIUM(III) PORPHYRIN - EFFICIENT COOPERATION OF METAL AND INTRAMOLECULAR BASE [J].

AOYAMA, Y ;

YAMAGISHI, A ;

TANAKA, Y ;

TOI, H ;

OGOSHI, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (15) :4735-4737

[5] SUBSTRATE SELECTIVITY IN EPOXIDATION BY METALLOPORPHYRIN AND METALLOSALEN CATALYSTS CARRYING BINDING GROUPS [J].

BRESLOW, R ;

BROWN, AB ;

MCCULLOUGH, RD ;

WHITE, PW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (12) :4517-4518

[6] PRACTICAL ENANTIOSELECTIVE DIELS-ALDER AND ALDOL REACTIONS USING A NEW CHIRAL CONTROLLER SYSTEM [J].

COREY, EJ ;

IMWINKELRIED, R ;

PIKUL, S ;

XIANG, YB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (14) :5493-5495

[7] DIELS-ALDER REACTIONS OF CYCLOALKENONES .3. EFFECTS OF SPECIFIC REACTION PARAMETERS [J].

FRINGUELLI, F ;

PIZZO, F ;

TATICCHI, A ;

WENKERT, E .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (17) :2802-2808

[8] MEMBRANE-SPANNING STEROIDAL METALLOPORPHYRINS AS SITE-SELECTIVE CATALYSTS IN SYNTHETIC VESICLES [J].

GROVES, JT ;

NEUMANN, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (16) :5045-5047

[9] ELECTRONIC-SPECTRA OF THE ALUMINUM(III) COMPLEXES OF 5,10,15,20-TETRAPHENYLPORPHIN AND 2,3,7,8,12,13,17,18-OCTAETHYLPORPHIN [J].

KAIZU, Y ;

MISU, N ;

TSUJI, K ;

KANEKO, Y ;

KOBAYASHI, H .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1985, 58 (01) :103-108

[10] GENERATION OF CHIRAL ORGANO-ALUMINUM REAGENT BY DISCRIMINATION OF THE RACEMATES WITH CHIRAL KETONE [J].

MARUOKA, K ;

YAMAMOTO, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (02) :789-790