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The cycloaddition of a diazoacetamide with ethyl 4,4,4-trifluorocrotonate proceeds with k=0.1M−1s−1. This second-order rate constant rivals those of optimized strain-promoted azide–alkyne cycloadditions, even though the reaction does not release strain. The regioselectivity and a computational distortion/interaction analysis of the reaction energetics are consistent with the formation of an NH⋯FC...
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