Baldwin’s Rules Classes of cyclization

()

Cyclization reactions can be classified by a simple system involving:

The ring size being formed

Whether the bond that breaks as the ring forms is inside (endo) or outside (exo) the new ring

Whether the electrophile is an sp (digonal), sp2 (trigonal), or sp3 (tetrahedral) atom
The classes of cyclization reactions are important. This is because the class a reaction falls into determines whether or not it is likely to work, as not all cyclizations are successful even though they may look fine on paper.

Click the structures below to view the classes of three cyclization reactions:

Compare 5- and 6-endo-trig cyclisation.

Compare 5-endo-trig and 5-exo-trig cyclisation.

K. Gilmore and I. V. Alabugin, Chem. Rev., 2011, 111, 6513–6556.

 

How useful was this page?

Click on a star to rate it!

Average rating / 5. Vote count:

No votes so far! Be the first to rate this page.

As you found this page useful...

Follow us on social media!

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

Let us improve this page!

Tell us how we can improve this page (in your own language if you prefer)? If you would like a response, please include your email address e.g. [email protected]

Provided by the