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revised on 05.11.2019 and posted on 13.11.2019by Yves Ruff, Roberto Martinez, Xavier Pellé, Pierre Nimsgern, Pascale Fille, Maxim Ratnikov, Frederic Berst
Herein, we describe the
development of a practical catch-and release methodology utilizing a cationic,
amphiphilic PEG-based polymer to perform chemical transformations on
immobilized DNA conjugates under anhydrous conditions. We demonstrate the usefulness of our APTAC (amphiphilic polymer-facilitated transformations
under anhydrous conditions) approach by performing several
challenging transformations on DNA-conjugated small molecules in pure organic
solvents: the addition of a carbanion equivalent to a DNA-conjugated ketone in
tetrahydrofuran, the synthesis of saturated heterocycles using the tin (Sn) amine
protocol (SnAP) in dichloromethane and the dual-catalytic (Ir/Ni) metallaphotoredox
decarboxylative cross-coupling of carboxylic acids to DNA-conjugated aryl
halides in DMSO. In addition, we demonstrate the feasibility of the latter in