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Regioselective ring opening of epoxides by nucleophiles mediated by lithium bistrifluoromethanesulfonimide

✍ Scribed by Janine Cossy; Véronique Bellosta; Claire Hamoir; Jean-Roger Desmurs


Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
324 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis


In the presence of LiNTf 2 , epoxides undergo ring opening with high regioselectivity and in good yield when they are treated with nucleophiles such as amines, hydrazines and thiophenol.


📜 SIMILAR VOLUMES


Regioselective nucleophilic ring opening
✍ David Tanner; Thomas Groth 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 468 KB

The regioselectivity of nucleophilic ring opening of some 3,4-epoxy and 3,4-aziridino alcohols has been studied. The nucleophiles chosen were complex hydrides (LiAIH4, Red-Al and DIBAL) and Lipshutz-or Gilman-type organocuprate reagents. The C-4 substituent in the substrates was varied in order to s