Trimerization of cyclohepta-2,6-dien-1-one.
β Scribed by Y. Kashman
- Publisher
- Elsevier Science
- Year
- 1971
- Tongue
- French
- Weight
- 103 KB
- Volume
- 12
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
In the preceeding paper, we hove described successful synthesis of p-tropoquinone, cyclohepto-3,6diene-1,2,5+ione (1). The success encouraged us to prepare hitherto unknown o-tropoquinone CL, a seven-membered y&-triketone analogous to o-benzoquinone. In this paper, we report the synthesis of its sim
Cyclohepta-3,6-diene-1,2,5+ione, J has a unique 7-membered quinone structure corresponding to 5-hydroxytropolone 2 and has been designated by Nozoe (1) as "p-tropoquinone" in analogy with p-benzo-6/ 0 -00 1 5 -2 4 3 I J HO 2 quinone. Although some of the derivatives, such as dibenzo-p-tropoquinone (
The enantiomerically pure (]98% ee) title compound R-(+)-6-methyl-tetrahydro-pyran-2-one (R)-1 in the presence of traces of trifluoroacetic acid (TFA) converts into an equilibrium mixture with its trimer 4 [(R)-1:4=20:80] corresponding to a DG$-0.8 kcal mol -1 . The transformation can be followed by