Abstract Trimethylsilyl azide adds smoothly to the highly strained NC (3) σ-bond in 3-ethyl-1- azabicyclo [1.1. 0]-butane (1) to afford an adduct, 2, that reacts in situ with a variety of electrophilic reagents (ie., ethyl chloroformate, p-toluenesulfonyl chloride, benzoyl chloride, acetyl chloride, and oxalyl chloride) to afford the corresponding N-substituted-3-azido-3- ethylazetidines 3–7, respectively in 62–72% yield. Similarly, 1 reacts regiospecifically with ...
