Ring-Opening ofN-Tosyl Aziridines by Sulphur-Stabilized Nucleophiles

Abstract
The novel ring-opening reaction of enantiopure N-activated aziridines 1 with anions 2 derived from 1,3-dithiane proceeds regiospecifically at the carbon of lesser substitution. The ring-opened products 3 may efficiently be converted to homochiral 2-tosylaminocarbonyl compounds 4.

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