Bicyclic systems Wagner-Meerwein rearrangment

A bicyclo[3.2.1] system is synthesized by treating 1,5-cyclooctadiene with antimony(V) chloride in carbon tetrachloride. After initiation by addition of chloronium ion, a sequence of cyclization and Wagner-Meerwein rearrangements leads stereoselectively to the bicycle l13. 

The aconitine-type alkaloid (96) is most probably formed from the atisine skeleton through different modifications as indicated in Scheme 28.4. The intermediate 94 after a Wagner-Meerwein rearrangement process converts two fused six-membered rings into a (7 -i- 5)-membered bicyclic system in which C-17 exocyclic... 

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