Is there anyone who can give me a convincing argument about the ketone, or the carbonyl oxygen in the ketone being nucleophile or not? . I really don't know what to write anymore. Everyone says something different. My instructor said that the Ketone oxygen can be protonated, thus reacting as a nucleophile. Others says that Protonating the ketone in fact makes it more electrophilic.
Here is the molecule I'm working with (attached) and I have to mention all the nucleophilic sites - I've done that. This is the only one that really is confusing me. Hoping for some clarification.