The (+)-and (-)-trans-3,4-dihydroxy-3,4-dihydrobenzo[c]phenanthrenes have been resolved and assigned absolute configuration by independent nmr and CD methods. Each was converted to its pair of diastereomeric bay-region 3,4-diol-1,2-epoxides in which the benzylic 4-hydroxyl group is either cis or tra
Synthesis of benzo[c]phenanthrene dihydrodiols
β Scribed by M. Croisy-Delcey; Y. Ittah; D.M. Jerina
- Publisher
- Elsevier Science
- Year
- 1979
- Tongue
- French
- Weight
- 259 KB
- Volume
- 20
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Unlike most other alternant polycyclic aromatic hydrocarbons which are carcinogenic, benzo[c]phenanthrene has a "fjord region" instead of a "bay region". For this reason, we have synthesized the three metabolically possible trans 1,2-, 3,4-, and 5,6-dihydrodiols to test them for carcinogenic activity.
π SIMILAR VOLUMES
Tectonics. Part 2. Synthesis and Pyrolysis of Halogenated Benzo[c]phenanthrenes. -Halogenated benzo[c]phenanthrenes (IV) or (VIII) with a halogen in the hindered fiord region are prepared by photochemical cyclization of appropriately substituted stilbenes. Flash vacuum pyrolysis induces ring closure