Tricyclo(5.2.1.04~10)dacane-2,S,8-trions (4) has bssn aynthasized from the cortssponding bis-acetal of the unsaturated diketons 20 by a hydroborationloxihationfdaprotsction saquence.
Synthesis of tricyclo(5.2.1.04,10)decane-2,5,8-trione from deslongchamps's diketone
β Scribed by Carmen Almansa; Elena Carceller; Albert Moyano; Felix Serratosa
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 984 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4020
No coin nor oath required. For personal study only.
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## Synthesis of 2-Azatricyclo(5.2.1.04,10)decanes and 2,5-Diazatricyclo(5. 2.1.04,10)decanes by Intramolecular Azomethine Ylide Cycloadditions. -The title reaction proceeds stereoselectively with all-cis stereochemistry of the products, which are of interest in natural product synthesis and medic
imentally determined activation energy for the 1,2 hydride shift on the 2-norbornyl cation is 10 kcal/mol[q. These relative energy predictions have now been confirmed e~perimentalIy[~l. The calculated flattening of the carbenium ion into an almost planar divinylcarbenium ion is supported by the 'Ha