[Cooper]

Hi,

I'm doing a synthesis on paper for my class involving a 1,3-diene. I briefly researched a reaction using NBS and noticed that it used radicals to add a Br to an allylic carbon. My question is the Br will add to the more highly substituted carbon, right? Because that would be the most stable radical. I am asking this because I have a secondary and tertiary allylic carbon and I need the Br to go on the tertiary one. I've attached my synthesis below.

Thanks!

[discodermolide]

I think the NBS product will be the compound I've attached.

[Cooper]

Hm, maybe they are showing us the basic way it would happen without complicating it. This is the snip-it they gave us about NBS.

[discodermolide]

In that case stick with what they gave you.

[Cooper]

Thanks again

[Babcock_Hall]

Why would there be an isomerization?

[discodermolide]

Why not?

[orgopete]

Why would there be an isomerization?

More stable alkene and less reactive bromide.