Ring-opening of N-tosyl aziridines by sulphur-stabilized nucleophiles

Osborn, Helen M.I. and Sweeney, J. B. and Howson, Bill (1993) Ring-opening of N-tosyl aziridines by sulphur-stabilized nucleophiles. SYNLETT, 1993 (9). pp. 675-676. ISSN 0936-5214

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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.

Item Type:
Journal Article
Journal or Publication Title:
SYNLETT
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1600/1605
Subjects:
ID Code:
133269
Deposited By:
Deposited On:
30 Apr 2019 11:15
Refereed?:
Yes
Published?:
Published
Last Modified:
01 Jan 2020 11:59