Dipl.-Chem. Crispin Lichtenberg, Dr. Thomas P. Spaniol, Dr. Lionel Perrin, Prof. Dr. Laurent Maron and Prof. Dr. Jun Okuda Reversible 1,4-Insertion of Pyridine Into a Highly Polar Metal–Carbon Bond: Effect of the Second Metal Chemistry - A European Journal 18
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 (see scheme).
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