[robertosin]

Hi all.

I know the molecule is [4n+2]. Under heat, it should have disrotatory motion and under light, conrotatory. I am having trouble seeing the final products. Any insights on how to approach this problem and similar complex ring scenarios.

The molecule: https://imgur.com/a/ktfBeFp

[pgk]

1). Draw the product of the intramolecular Diels-Alder reaction.
2). Draw the new formed, six member ring (or all the rings, if you prefer) of that product, as a chair conformer.
3). This will help you to distinguish the conrotary and the disrotary final product.
4). Re-draw the conrotary and disrotary final products in planar form and draw the methyl group and the ipso-hydrogen above or below the plane, as concluded by their chair conformation.
PS: Ipso-hydrogen is the hydrogen bonded with the same carbon atom as the methyl group.