Mono-7-substituted-1,3,5-cycloheptatrienes permit two opportunities for stereospecificity beyond those traditionally envisaged for Diels-Alder addition.(l) .
The addition of tetrachlorocyclopentadiene to dienophiles
β Scribed by Altaf-ur-Rahman; A.J. Boulton; Jessie Sandosham
- Publisher
- Elsevier Science
- Year
- 1968
- Tongue
- French
- Weight
- 185 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Despite the fact that tetrachlorocyclopentadiene is fairly easily prepared (l), no careful study of the structure of its reaction products with dienophiles appears to have been reported. McBee et al. (2) obtained adducts with benzo--quinone (l:l), cyclopentadiene (reported as a liquid), and maleic anhydride. Roedig and Hthnig (1) obtained similar results with the same dienophiles, and also prepared products from acrylonitrile and 1,4_naphthoquinone, and made a 2 : 1 adduct with benzoquinone. Mel'nikov and Volodkovitch (3) obtained adducts
π SIMILAR VOLUMES
1 1,3-cis, trans-Cyclooetadiene ( 2) is an intriguing diene when considered in terms of the Diels-Alder reaction. A concerted 1,4-cycloaddition of an appropriate dienophile would give the unknown bicyclic system 2. This is to be contrasted with the possible 2 + 2 addition of the dienophile to ~ whi