Ring-opening reactions by oxygen nucleophiles

The ring-opening reaction can also be induced by attack of oxygen-centered nucleophiles, as demonstrated by the facile ring cleavage of the unsymmetrical bicyclic aziridine 60 with methanol in the presence of boron trifluoride etherate to give the product of attack at the more-substituted aziridine carbon 2002T7355 . Indium triflate 

Hydroxymethylaziridine 67 undergoes ring opening in the presence of either carbon- or heteroatom-based nucleophiles upon treatment with 2 equiv of potassium hydride to provide the t)7 r-aminoalcohol derivative 69. The key step of the reaction is considered to be an aza-Payne rearrangement of the deprotonated aziridine methanol to the 

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