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Ring Opening of Nonactivated 2-(1-Aminoalkyl) Aziridines: Unusual Regio- and Stereoselective C-2 and C-3 Cleavage

✍ Scribed by Concellón, José M.; Riego, Estela


Book ID
125805978
Publisher
American Chemical Society
Year
2003
Tongue
English
Weight
69 KB
Volume
68
Category
Article
ISSN
0022-3263

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Regio- and stereoselective ring opening
✍ Fabio Benedetti; Federico Berti; Stefano Norbedo 📂 Article 📅 1998 🏛 Elsevier Science 🌐 French ⚖ 219 KB

2,3-Epoxyalcohols react with diethylaluminium azide under mild conditions to give 3-azido-l,2-diols resulting from the regio-and stereoseleetive attack of the nucleophile at the epoxide C-3. The high regioseleetivity (>25:1) observed with both cis and trans substituted epoxides is not affected by bu