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Stereoselective synthesis of cyclopentanols by Lewis acid-mediated [3+2] annulation of allyldiisopropylphenylsilane with α,β-unsaturated diesters

✍ Scribed by Takahiko Akiyama; Masahiro Yamanaka

Book ID
104260023
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
242 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

ZrC14-mediated annulation of allyldiisopropylphenylsilane with 0t,~-unsaturated diesters and subsequent oxidative cleavage of the carbon-silicon bond furnished cyclopentanols highly stereoselectively.

📜 SIMILAR VOLUMES

Stereoselective synthesis of CF3-substit
Stereoselective synthesis of CF3-substituted aziridines by Lewis acid-mediated aziridination of aldimines with diazoacetates
✍ Takahiko Akiyama; Satoshi Ogi; Kohei Fuchibe 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 202 KB

Treatment of trifluoroacetaldehyde N,O-acetal with diazoacetate in the presence of a Lewis acid furnished CF 3 -substituted aziridinecarboxylates in good yields. Both cis and trans isomers were obtained stereoselectively by the proper choice of the ester substituents. Use of a chiral diazoacetate de