Eight-membered ring formation - aldol

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Click the structures and reaction arrows in sequence to view the 3D models and animations respectively

As mentioned previously, five- or six-membered rings are preferred to those of medium sized rings, so the reaction shown above will not occur.

Back to intramolecular aldol summary

P. Hammar, C. Ghobril, C. Antheaume, A. Wagner, R. Baati and F. Himo, J. Org. Chem., 2010, 75, 4728–4736.

W. Gati and H. Yamamoto, Acc. Chem. Res., 2016, 49, 1757–1768.