My goal is to alkylate a phenol that is ortho to a primary amine on a phenyl ring. I'd "like" to use a Mitsunobu reaction with a primary alcohol substrate, but am guessing the amine will compete with the phenol (or phenolate, if in base).
Is there a way to selectively protect the amine in the presence of the phenol? FWIW, there is an electron withdrawing group meta to the phenol and para to the amine. I'm looking through Green right now to see if there are amino protection schemes in the presence of a phenol.