Sugar aziridines cleavage reactions

Most epimino sugars are relatively stable in neutral or basic conditions. They are usually stable in the presence of such hydride reductive reagents as lithium aluminum hydride or sodium borohydride. They tend to undergo cleavage reactions or decompose in the presence of acids. A-Acylated aziridines are prone to lose the A -acyl substituent in the presence of nucleophiles and bases, and caution must be taken when nucleophilic cleavage of the aziridine ring of N-acylated epimines is to be performed. 

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