Can Diels-Alder reaction occur using reagents of Robinson annulation?

Robinson annulation seemed somewhat like the Diels-Alder reaction to me, if all ketonic groups were to be represented as enol then cyclohexanone would be like diene and the Michael acceptor as a dienophile.


On trying out this thought, I got pyran derivatives. The doubt is attached as the following image. 


"Heathcock, C. H., Ellis, J. E., McMurry, J. E., & Coppolino, A. (1971). Acid-catalyzed Robinson Annelations. Tetrahedron Letters, 12(52), 4995–4996. doi:10.1016/s0040-4039(01)97609-9 " report that Robinson annulation can be achieved using sulphuric acid instead of a base. Though no mechanism is reported in it, I think enol is formed as an intermediate.


I request you to clear this doubt of mine **whether if there is any slightest possibility in Robinson annulation that basic/acidic medium would enolize the ketone then undergo diels-alder reaction on providing heat.** 
Also, if it does then would it follow Woodward-Hoffmann rules as Robinson annulation looked like a thermally allowed cycloaddition reaction


The following paper reports such possible diels-Alder reaction with enols though not directly for reagents of Robinson annulation: "Akbulut, N., Hartsough, D., Kim, J. I., & Schuster, G. B. (1989). The triplex Diels-Alder reaction of 1,3-dienes with enol, alkene, and acetylenic dienophiles: scope and utility. The Journal of Organic Chemistry, 54(11), 2549–2556. doi:10.1021/jo00272a017 "


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[![Diels Alder reaction using reagents of Robinson annulation](https://i.stack.imgur.com/OGvNp.jpg)](https://i.stack.imgur.com/OGvNp.jpg)


( Reference: <https://en.wikipedia.org/wiki/Oxo-Diels>–Alder\_reaction and <https://en.wikipedia.org/wiki/Inverse_electron-demand_Diels>–Alder\_reaction )


