[phth]

Is it possible to perform a cross-coupling reaction in the presence of an epoxide?

[rolnor]

What do you think? Is it Suzuki, Stille or what?

[phth]

It seems like they are reactive for reasons other than competing oxidative insertion with palladium, for example. I found one example with Suzuki conditions in hot benzene. I was wondering if there are milder alternatives.

[rolnor]

I have made some reactions with epoxides, generally they are less reactive than for example iodides. If you want to react a epoxide with diethyl malonate under basic conditions you need many hours and heat. You can open epoxides with dialkyllithiocuprates if you use BF3Et2O to activate the epoxide. The question is what coupling you want to do, is it a arylboronic acid and a aryliodide for example I think this would work, I dont se why the epoxide should open.

[phth]

Thanks, Diene synthesis in the presence of an epoxide: breaking the diene into two alkenes as a key disconnection.

[rolnor]

Is this Diels-Alder?