The Development of a Chromatography-Free Mitsunobu Reaction:  Synthesis and Applications of an Anthracene-Tagged Phosphine Reagent

Autor: Lan, P., Porco, J. A., Jr., South, M. S., Parlow, J. J.
Zdroj: Journal of Combinatorial Chemistry; September 2003, Vol. 5 Issue: 5 p660-669, 10p
Abstrakt: 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.
Databáze: Supplemental Index