The clemmensen reduction of pentacyclo [6.4.0.02,7.03,11.06,10]dodecane-9,12-dione
β Scribed by F.J.C. Martins; L. Fourie; H.J. Venter; P.L. Wessels
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 576 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0040-4020
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β¦ Synopsis
The Clenanensen reduction of pentacyclo[6.4.0.02~7.03,11.06~10], dodecane-9,12-dione unexpectedly led to the formation of pentacyclo[6.4.0. 02.6.05,9.04.12]-2-dodecanol and pentacyclo[6.4.0.02~7.03,11.06,10]dodecane-1,Gdiol as main products. Tetracyclo[6.4.0.05,9.04,12]dodecane-2,7dione and its corresponding hemiacetal were obtained as byproducts. The structures of the Clemmensen products were elucidated from an extensive 1~ and 13C n.m.r.
study.
π SIMILAR VOLUMES
## Abstract Treatment of pentacyclo[6.4.0.0^2,6^.0^5,9^.0^4,12^]dodecaneβ2βol with concentrated sulphuric acid produced the rearranged hydrocarbon pentacyclo[6.4.0.0^2,6^.0^3,11^.0^5,9^]dodecane as the main product. Highβfield ^1^H and ^13^C NMR techniques were used in the structure elucidation and
Cm irradiation, cyclopentadiene dimer (3 and its enone derivatives (L,s$ are converted easily to the corresponding cage compounds, 5, 16\* 73and84 .." ,' u \_, by intramolecular cycloaddition, whereas the corresponding transformation of a six-membered analog, from cyclohexadiene dimer (9\_) to lO\_,