
Tetrahedron Letters p. 7959 - 7962 (1997)
Update date:2022-08-11
Topics:
Parlow, John J.
Naing, Win
South, Michael S.
Flynn, Daniel L.
A specific example of a Sequestration Enabling Reagent (SER), tetrafluorophthalic anhydride, is used in the purification of solution-phase reactions involving amines with electrophiles. The SER is added to an incomplete reaction mixture containing product, amine, and electrophile. The SER covalently reacts with remaining amine, affording a derivatized amine with an artificially-imparted acid tag. This 'tagged' amine is now sequesterable by the same CMR/R polyamine resin used to sequester the electrophile and both are easily removed from the reaction mixture affording pure product.
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