Question

Question: Draw the product of the [3,3] sigmatropic rearrangement of each compound.

Short answer

Answer

a.

b.

c.

Step-by-step solution

[3,3] sigmatropic rearrangement

The rearrangement of a 1,5 diene to its 1,5-diene isomer by the cleavage of an existing sigma bond and the formation of a new sigma bond is termed as the [3,3] sigmatropic rearrangement

[3,3] sigmatropic rearrangements of the given compounds

The [3,3] sigmatropic rearrangement of compound a is shown below.

[3,3] sigmatropic rearrangement of compound a

The [3,3] sigmatropic rearrangement of compound b is shown below.

[3,3] sigmatropic rearrangement of compound b

The [3,3] sigmatropic rearrangement of compound c is shown below.

[3,3] sigmatropic rearrangement of compound c