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Ring-opening of n-tosyl aziridines by sulfur-stabilized nucleophiles

Osborn, Helen, Howson, William and Sweeney, Joseph B. (1993) Ring-opening of n-tosyl aziridines by sulfur-stabilized nucleophiles. Synlett, 9. pp. 675-676. ISSN 0936-5214

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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.

Item Type: Article
Subjects: Q Science > QD Chemistry
Schools: School of Applied Sciences
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Depositing User: Joseph Sweeney
Date Deposited: 17 Oct 2012 11:45
Last Modified: 28 Aug 2021 11:22


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