Acid-catalyzed nucleophilic attack at carbon

The acid-catalyzed addition of nucleophiles to aziridines has also been used extensively for synthetic transformations B-83Mi 101-01,84CHEC-I(7)47 . The acid-promoted addition of nucleophiles to azirines has also been studied B-83Mi 102-02, 84CHEC-I(7)47 . While earlier reviews should be consulted for much of this literature, citations-up to 1995 have been included here. 

For the acid-catalyzed ring-opening of aziridines with nucleophiles, the nitrogen substituent can be almost any group (e.g., hydrogen, alkyl, aryl, acyl, sulfonyl, etc.). Inversion of stereochemistry is most commonly observed, presumably the result of an SN2 mechanism rather than an SN1 -like 

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