| Autor: |
Lokensgard DM; Department of Chemistry, Yale University, New Haven, Connecticut 06520., Dougherty DA, Hilinski EF, Berson JA |
| Jazyk: |
angličtina |
| Zdroj: |
Proceedings of the National Academy of Sciences of the United States of America [Proc Natl Acad Sci U S A] 1980 Jun; Vol. 77 (6), pp. 3090-4. |
| DOI: |
10.1073/pnas.77.6.3090 |
| Abstrakt: |
The thermal rearrangements of the bicyclo[2.1.0]pentane-5,2'-methylenecyclopropanes fall into two classes. The first occurs near 80 degrees C and consists of a double epimerization ("bridge flip") which is initiated by cleavage of the bridge bond. An alternative mechanism by way of a trimethylenemethane intermediate is ruled out by an isotopic position-marking experiment. The second rearrangement begins to be detected above 120 degrees C. It gives the isomeric 6- and 7-methylenebicyclo[3.2.0]hept-1-enes. Two possible mechanisms can operate in this complex change, but a choice between them is not yet possible. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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