Quaternization at the picolinic carbon. Application to the synthesis of pyridylalkanecarboxylic acids

…, P Rocca, A Godard, F Marsais, G Quéguiner

Index: Pasquinet, Eric; Rocca, Patrick; Godard, Alain; Marsais, Francis; Queguiner, Guy Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 22 p. 3807 - 3812

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Abstract

The paper describes two different methodologies for the construction of a quaternary center at the picolinic site, and their application to the synthesis of pyridylalkanecarboxylic acids. The first one involves a one-pot acetylation–Michael addition procedure followed by an alkylative quaternization of the picolinic carbon. The second one is based on the deprotonation at the picolinic carbon of 2-(α, α-dialkyl) pyridines using the superbasic ...