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A new phase-tag 1 which facilitates the parallel solution phase synthesis of carboxylic acids, esters, and carboxamides is reported. The new phase tag assists compound purification by enabling the selective resin capture of reaction products in either a reversible pH dependent manner (solid-phase extraction), or irreversibly in a Diels–Alder reaction.

Graphical abstract: A novel phase-switching protecting group for multi-step parallel solution phase synthesis

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