CYCLOADDITION REACTIONS OF SUBSTITUTED CYCLOHEPTATRIENES WITH BENZYNEAND QUINONES - AN ENTRY TO THE SUBSTITUTED BENZHOMOBARRELENES

Authors
MENZEK A BALCI M
Citation
A. Menzek et M. Balci, CYCLOADDITION REACTIONS OF SUBSTITUTED CYCLOHEPTATRIENES WITH BENZYNEAND QUINONES - AN ENTRY TO THE SUBSTITUTED BENZHOMOBARRELENES, Tetrahedron, 49(27), 1993, pp. 6071-6078
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
49
Issue
27
Year of publication
1993
Pages
6071 - 6078
Database
ISI
SICI code
0040-4020(1993)49:27<6071:CROSCW>2.0.ZU;2-9
Abstract
Two cycloheptatriene derivatives 8 and 9 react with benzyne to give ad ducts 10-12 having anti benzhomobarrelene geometry. On the other hand, cycloaddition reactions of benzoquinone and homobenzoquinone 16 with cycloheptarienes 1 and 8 resulted in the exclusive formation of 13, 17 and 18, respectively.. The endo-configuration of benzoquinone ring in 13 was confirmed by photochemical (2+2)-cycloaddition to give the cag e-molecule 15.