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Synthesis and rearrangement of functionalized dispiro[2.1.3.3]Undecanes - preferred C4C5 over C3C4 ring enlargements

✍ Scribed by Lutz Fitjer; Marita Majewski; Andreas Kanschik; Ernst Egert; George M Sheldrick

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
232 KB
Volume
27
Category
Article
ISSN
0040-4039

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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