Journal
ORGANIC LETTERS
Volume 4, Issue 15, Pages 2481-2483Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0200899
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[GRAPHIC] Olefinic sulfamates derived from primary and secondary alcohols undergo intramolecular copper-catalyzed aziridination in the presence of lodosylbenzene to afford novel bicyclic fused aziridines. The latter were opened by various nucleophiles to give the corresponding substituted cyclic sulfamates, which in turn reacted, after nitrogen activation, with a second nucleophile at the carbon atom bearing the oxygen atom. Concomitant removal of the sulfonyloxy moiety thus gave access to polysubstituted amines.
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