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β¦ LIBER β¦
Syntheses of dispiro[2.1.4.1]decane and dispiro[2.0.3.3]decane
β Scribed by John E Baldwin; Maryann E Keene; Rajesh Shukla
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 53 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Efficient syntheses of the hitherto unknown hydrocarbons dispiro[2.1.4.1]decane and dispiro-[2.0.3.3]decane have been realized through reaction sequences involving spiro[3.4]octan-2-one and spiro[3.4]octan-5-one as key intermediates.
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The dispiroketones 46 have been synthesized and rearranged by treatment with acids yielding the bicyclic enone 36 under kinetic control and the [3.3.3]propellane 37 under thermodynamic control. The corresponding alcohols 10-12 all yield the [3.3.3]propeUane 41. The rearrangement of [7,7-D2)-12 to [8
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