Lithiation of 2-Chloromethylpyridine: Synthesis of 2-Oxiranyl Pyridines.

Abstract Deprotonation of 2-chloromethylpyridine 1a with lithium diisopropylamide (LDA) in tetrahydrofuran (THF) at −78°C gives a red solution of 2-pyridylchloromethyllithium 1b , which reacts with carbonyl compounds furnishing oxiranes 2 .