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CSIRO Publishing, Australian Journal of Chemistry, 3(67), p. 411
DOI: 10.1071/ch13464
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Selective Cleavage of Carbamate Protecting Groups from Aziridines with Otera's Catalyst
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Abstract
Otera’s distannoxane catalyst was found to promote the cleavage of carbamate groups from N-protected aziridines. This method enables the chemoselective cleavage of an aziridinyl N-carbobenzyloxy (Cbz) group in the presence of other N-Cbz groups. The selectivity is due to the longer, weaker N–C bond of aziridinyl carbamates, as inferred through IR and crystallographic analyses.