A general method for a polymer-assisted solution-phase (PASP) Mitsunobu reaction using a combination of anthracene-tagged phosphine and polymer-supported azodicarboxylate is reported. The anthracene-tagged phosphine allows for the removal of phosphine/phosphine oxide by sequestration through a chemoselective Diels−Alder reaction with a maleimide resin. The polymer-bound azodicarboxylate facilitates the removal of excess alcohol, reagent, and byproducts by simple filtration. The final pure products are obtained after a simple filtration and concentration.
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Lan et al. (2003) studied this question.
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