Lithiation of 2-chloromethylpyridine: Synthesis of 2-oxiranyl pyridines

Article abstract of DOI:10.1016/S0040-4039(00)76860-2

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