Aldol reaction of cyclopentanone (Step 2)

Step 2 – Acid catalysed aldol addition

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

Enols are less nucleophilic than enolates, but this reaction occurs because the electrophilic carbonyl component is protonated. Following deprotonation of the carbonyl oxygen, the aldol product is formed, which in this case is a tertiary alcohol.

Back to cyclopentanone aldol summary

D. S. Noyce and W. A. Pryor, J. Am. Chem. Soc., 1955, 77, 1397–1401.

C. L. Perrin and K.-L. Chang, J. Org. Chem., 2016, 81, 5631–5635.

 

How useful was this page?

Click on a star to rate it!

Average rating / 5. Vote count:

As you found this post useful...

Follow us on social media!

We are sorry that this page was not useful for you!

Let us improve this page!

Provided by the