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Lewis acid-mediated [3+2] cycloaddition between hydrazones and olefins

✍ Scribed by Shū Kobayashi; Ryoji Hirabayashi; Haruka Shimizu; Haruro Ishitani; Yasuhiro Yamashita

Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
249 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis

Cycloaddition between hydrazones and olefins was accelerated in the presence of a stoichiometric amount of BF 3 •OEt 2 or a catalytic amount of Zr(OTf) 4 , Hf(OTf) 4 , or Sc(OTf) 3 under mild conditions. The corresponding pyrazolidine derivatives were obtained in moderate to high yields using this novel [3+2] Lewis acid catalysis.

📜 SIMILAR VOLUMES

Lewis acid-mediated [3+2] cycloaddition
Lewis acid-mediated [3+2] cycloaddition of allyltriisopropylsilane to N-sulfonyl aldimines
✍ Takahiko Akiyama; Megumi Sugano; Hirotaka Kagoshima 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 78 KB

BF 3 •OEt 2 -mediated [3+2] cycloaddition of allyltriisopropylsilane to N-sulfonyl aldimine afforded silyl substituted pyrrolidines in good yields. Excellent cis selectivity was observed with aromatic aldimines.