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Question: Use curved arrows to show how E is converted to F by a two-step reaction sequence consisting of a [1,5] sigmatropic rearrangement followed by a [4 + 2] cycloaddition.

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01

[1,5] sigmatropic rearrangement

It is the shift of a group, mainly hydride, alkyl, or aryl, from C1to C5 carbon in a π-system. This shift can take place in a cyclic as well as in an open-chain structure, hence making this rearrangement more useful.

02

[4 + 2] cycloaddition

It is a pericyclic reaction in which one of the reactants contributes 4 π-electrons to the bonding. At the same time, another reactant contributes 2π-electrons to the bonding giving a six-membered ring.

03

Mechanism of the given reaction

The mechanism of the given reaction is shown hereunder.

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