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Drawing Rearrangement Mechanisms

The following equations describe a series of molecular rearrangements. Consider each reaction in turn and try to write a mechanism for the transformation.
By clicking on an equation a plausible mechanism for it will be drawn in the space on the right. Steps in which a skeletal rearrangement occurs are designated by magenta arrows.

Five numbered molecular rearrangement reactions: epoxide/BF3, OAc epoxide/H+, tropane ring expansion, perester to cyclodecanone, allogibberic to gibberic acid Equation 1 mechanism Equation 2 mechanism Equation 3 mechanism Equation 4 mechanism Equation 5 mechanism

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