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Letters in Organic Chemistry

Author(s): Corinne Comoy, Julien Petrignet, Estelle Banaszak, Anthony Chartoire and Yves Fort

DOI: 10.2174/157017809787003214

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Improved Condensation of 2-pyridyllithium Intermediates with Aldehydes: Application for the Synthesis of 2-(polyhydroxyalkyl)pyridines

Page: [50 - 56] Pages: 7

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Abstract

The scope and the limitations of 3-chloro-2-pyridinyl lithium condensation to aldehydes were envisioned depending on metallation conditions or condensation time and temperatures. The procedure was applied to various aromatic, aliphatic or functionalized aldehydes to afford a new and efficient access to 2-(polyhydroxyalkyl)pyridines.

Keywords: Regioselective lithiation, [n-BuLi/LiDMAE] superbase, 2-pyridinyllithium, 2-(polyhydroxyalkyl)pyridines