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•The formation of α-CF 3 nitrogen bicycles was studied by aza Diels–Alder reactions.•The ROMP of azanorbornenes was achieved using the 3rd generation of Grubbs’ catalyst.•An optically pure α-CF 3 azetidine was obtained by iodine-mediated cyclization.•The iodinated azetidine afforded substitution and 1,3-dipolar cycloaddition reactions.•Structural analyses confirmed the stereochemistry...
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