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Synthesis and rearrangement of functionalized dispiro [3.0.3.3]Undecanes - a new entry to [3.3.3]Propellanes1

✍ Scribed by Lutz Fitjer; Andreas Kanschik; Marita Majewski


Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
230 KB
Volume
26
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES


Synthesis and rearrangement of dispiro[3
✍ Lutz Fitjer; Andrew Kanschik; Marita Majewski πŸ“‚ Article πŸ“… 1994 πŸ› Elsevier Science 🌐 French βš– 996 KB

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

Wagner-Meerwein rearrangement of a [3.3.
✍ Benito Reyes-Trejo; Martha S. Morales-RΓ­os; Pedro Joseph-Nathan πŸ“‚ Article πŸ“… 2007 πŸ› John Wiley and Sons 🌐 English βš– 400 KB

## Abstract Formation of (βˆ’)‐[4.3.3]propellane 4 from (βˆ’)‐14‐hydroxymodhephene (2) proceeds through a Wagner‐Meerwein rearrangement via C3ο£ΏC4 bond‐shift to give a stable intermediate, dimethylcyclohexadienyl cation A, which undergoes deprotonation. Herein, this mechanism was investigated by using a

A New, Stereoselective Approach to the [
✍ Wolfgang Oppolzer; Fabrizio Marazza πŸ“‚ Article πŸ“… 1981 πŸ› John Wiley and Sons 🌐 German βš– 212 KB

## Abstract The unusual propellane skeleton of the sesquiterpene modhephene (**1**) has been synthesized starting from cyclopentenone (**2**). The key step **6** β†’ **7** is an efficient and highly stereoselective intramolecular thermal ene‐reaction. Further elaboration of the propellane **7** gave