Cobalt-catalyzed [4+2+2] cycloadditions of bicyclo[2.2.2]octadienes

被引:14
作者
Kiattansakul, R [1 ]
Snyder, JK [1 ]
机构
[1] Boston Univ, Dept Chem, Boston, MA 02215 USA
关键词
catalysis; cobalt; cycloadditions; polycyclic aliphatic compounds;
D O I
10.1016/S0040-4039(98)02632-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The cobalt catalyzed [4 + 2 + 2] cycloadditions of bicyclo[2.2.2]octadiene and several benzobarrelenes are reported, marking the first [4 + 2 + 2] cycloadditions of these homoconjugated dienes. The [2 + 2 + 2] reaction of benzobarrelene with diphenylacetylene was also successful. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1079 / 1082
页数:4
相关论文
共 29 条
[1]   REACTION OF BICYCLO[3.2.1]OCTA-2,6-DIENE WITH 1,2,4-TRIAZOLINE-3,5-DIONES - COMPETITIVE DIPOLAR AND HOMOCYCLOADDITION [J].
ADAM, W ;
DELUCCHI, O ;
PETERS, K ;
PETERS, EM ;
VONSCHNERING, HG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (01) :161-166
[2]   PHOTOOXYGENATION OF TETRAMETHOXYBENZOBARRELENE - SYNTHESIS AND THERMAL-DECOMPOSITION OF BISDIOXETANE AND ENDOPEROXIDE [J].
ADAM, W ;
BALCI, M ;
CAKMAK, O ;
PETERS, K ;
SAHAMOLLER, CR ;
SCHULZ, M .
TETRAHEDRON, 1994, 50 (30) :9009-9024
[3]   INFLUENCE OF GEOMETRY ON CYCLOPROPYL PARTICIPATION IN THERMOLYSIS OF AZO COMPOUNDS [J].
ALLRED, EL ;
JOHNSON, AL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (05) :1300-&
[4]  
Avarvari N, 1998, EUR J ORG CHEM, V1998, P2039
[5]   DELTACYCLENE FORMATION CATALYZED BY CATIONIC CO(II) COMPLEXES [J].
BINGER, P ;
ALBUS, S .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1995, 493 (1-2) :C6-C8
[6]   Opening norbornadiene homo Diels-Alder adducts to bicyclic systems [J].
Chen, Y ;
Snyder, JK .
TETRAHEDRON LETTERS, 1997, 38 (09) :1477-1480
[7]   Metal-catalyzed [4+2+2] cycloadditions: Cycloadducts of substituted norbornadienes and their opening with Zeise's dimer [J].
Chen, Y ;
Snyder, JK .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (07) :2060-2061
[8]   HOMO-DIELS-ALDER CYCLOADDITIONS CATALYZED BY COBALT TRIPHENYLPHOSPHINE ZINC SYSTEMS [J].
DUAN, IF ;
CHENG, CH ;
SHAW, JS ;
CHENG, SS ;
LIOU, KF .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (19) :1347-1348
[10]   SCOPE OF HOMO-DIELS-ALDER REACTION [J].
FICKES, GN ;
METZ, TE .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (21) :4057-4061