Abstract

A series of enantiomerically and diastereomerically enriched N-sulfonylaziridines have been prepared by a single-pot process from (1 R,2 S)- and (1 S,2 R)-norephedrine and (1 S,2 S)-pseudonorephedrine. The cyclization process involved N-sulfonylation of the Ephedra alkaloid followed by O-sulfonylation with methanesulfonyl chloride. The bis(sulfonyl) Ephedra derivatives were treated with either hydrazine or sodium hydroxide to afford the N-sulfonylaziridines.

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