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New route to 2-vinylaziridines and an unusual intramolecular analog of the SN2' reaction leading to aziridine ring formation

✍ Scribed by Hortmann, Alfred G.; Koo, Ja-Young


Book ID
124157807
Publisher
American Chemical Society
Year
1974
Tongue
English
Weight
486 KB
Volume
39
Category
Article
ISSN
0022-3263

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## Abstract The treatment of the α‐oxoketene dithioacetal sugar derivatives 2 and 7 with concentrated hydrochloric acid in THF leads to the open‐chain uloses 3 and 8. The reaction mechanism can be rationalized as a retro‐aldol reaction. This rationalization was supported by reacting 2 and 7 with DC