Abstract

Abstract3‐Alkoxy‐2H‐azirines 4 have been prepared by treatment of enol ethers 6 with iodine azide followed by base‐catalysed elimination of HI and thermolysis of the resulting vinyl azide 5. Azirines 4 readily undergo electrophilic additions, to yield products resulting from cleavage of either the N(1)‐C(3) or the N(1)‐C(2) bond. Reaction of 4 with trimethylsilyl cyanide yields highly functionalized aziridines 12. Thermolysis of 4 produces C‐alkoxy‐N‐vinylmethanimines.

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