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Stereoselective Ring-Opening of N-tert-Butanesulfinylaziridines: Access to Acetylenic α-Amino Alcohols.

✍ Scribed by Laetitia Palais; Fabrice Chemla; Franck Fereira


Publisher
John Wiley and Sons
Year
2006
Weight
30 KB
Volume
37
Category
Article
ISSN
0931-7597

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Substituted isoxazolidinium salts 6-14 undergo ring-opening reaction when treated with lithium iodide to yield 13-amino alcohols 15-23 having multiple c h i d centres. The overall process proceeds through a probable single-electron-transfer mechanism with the redox system being the N,O-heterocyclic