TiCl4-Et2AlCl-Catalyzed cycloaddition of 1,2-dienes to 1,3,5-cycloheptatriene

被引：12

作者：

D'yakonov, V. A. ^{[1
]}

Kadikova, G. N. ^{[1
]}

Khalilov, L. M. ^{[1
]}

Dzhemilev, U. M. ^{[1
]}

机构：

[1] Russian Acad Sci, Inst Petrochem & Catalysis, Ufa 450075, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2011年 / 60卷 / 03期

基金：

俄罗斯基础研究基金会;

关键词：

cycloheptatriene; metal complex catalysis; 1,2-dienes; bicyclo[4.2.1]nonanes; allenes; cycloaddition; REARRANGEMENT PATHWAYS; RING-SYSTEM; CYCLOHEPTATRIENE; ALLENES;

D O I：

10.1007/s11172-011-0077-z

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A reaction of 1,3,5-cycloheptatriene with 1,2-dienes in the presence of the two-component catalytic system TiCl4-Et2AlCl leads to regio- (similar to 99%) and stereoselective (> 85%) formation of substituted endo-bicyclo[4.2.1]nona-2,4-dienes in up to 80% yields.

引用

页码：499 / 502

页数：4

共 17 条

[1]

BRANDSMA L, 2003, BEST SYNTHETIC METHO, P502

[2]

BREITMAIER E, 1974, 13C NMR SPECTROSCOPY, P125

[3]

DYAKONOV VA, 2011, RUSS CHEM B INT ED, V60

[4]

DZHEMILEV UM, 1987, USP KHIM, V16, P65

[5] Metal-assisted cycloaddition reactions in organotransition metal chemistry [J].

Fruhauf, HW .

CHEMICAL REVIEWS, 1997, 97 (03) :523-596

[6]

Gordon AJ, 1972, CHEM COMPANION, P300

[7] Transition metal-mediated cycloaddition reactions [J].

Lautens, M ;

Klute, W ;

Tam, W .

CHEMICAL REVIEWS, 1996, 96 (01) :49-92

[8]

LEVY G, 1972, CARBOP 13 NUCL MAGNE

[9] [6+2] CYCLO-ADDITIONS CATALYZED BY TITANIUM COMPLEXES [J].

MACH, K ;

ANTROPIUSOVA, H ;

PETRUSOVA, L ;

HANUS, V ;

TURECEK, F .

TETRAHEDRON, 1984, 40 (17) :3295-3302

[10] [PI-6S + PI-2S] CYCLO-ADDITIONS CATALYZED BY THE TICL4-ET2ALCL SYSTEM [J].

MACH, K ;

ANTROPIUSOVA, H ;

SEDMERA, P ;

HANUS, V ;

TURECEK, F .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (15) :805-806

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