[JimmyV]

Here is a question or two that has been plaguing my mind for a while regarding enamines:

What is the reactivity of enamines like? Most of the stuff relating to enamines in textbooks only talks of alkylation.

The question I have is, can the double bond be oxiditively cleaved? (ozonolysis for example) I know that the alpha C of the C=C carbons is nucleophilic, so I assume that reactivity is greater that the equivilent alkene.

(by the way, I am speaking in regards to an enamine that was formed from a seconary amine, and so cannot rearrange to form an imine)

Thanks,
Jimmy