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Wiley, Chemistry - A European Journal, 21(18), p. 6448-6452, 2012

DOI: 10.1002/chem.201200808

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Reversible 1,4-Insertion of Pyridine Into a Highly Polar Metal-Carbon Bond: Effect of the Second Metal

This paper is available in a repository.
This paper is available in a repository.

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Abstract

Highly polar allylpotassium reacts with pyridine in a reversible 1,4-insertion to give an unstable N-metalated dihydropyridine (DHP). The N-metalated DHP can be stabilized by conversion into the corresponding potassium zincate or magnesate maintaining the reversible character of the insertion reaction.