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Vanadium(III) Chloride (VCl3): Efficient Reagent for the Introduction of Tetrahydrofuran-Based Acetal Protecting Groups for Alcohols

✍ Scribed by Biswanath Das; Maddeboina Krishnaiah; Vtukuri Saidi Reddy; Keetha Laxminarayana

Book ID
102256791
Publisher
John Wiley and Sons
Year
2007
Tongue
German
Weight
131 KB
Volume
90
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Treatment of different types of alcohols with tetrahydrofuran (THF) in the presence of VCl~3~ and CCl~4~ smoothly afforded the corresponding THF‐based acetals in excellent yields. The reaction is fast at room temperature, and several functional groups are tolerated, with no racemization being observed. A radical mechanism, based on Cl~3~C^.^ as the active species, is proposed for this novel kind of transformation, which complements the classical tetrahydro‐2__H__‐pyran‐2‐yl (THP) protocol.

📜 SIMILAR VOLUMES

ChemInform Abstract: Novel Synthetic Met
ChemInform Abstract: Novel Synthetic Methodologies. Part 134. Vanadium(III) Chloride (VCl3): Efficient Reagent for the Introduction of Tetrahydrofuran-Based Acetal Protecting Groups for Alcohols.
✍ Biswanath Das; Maddeboina Krishnaiah; Vtukuri Saidi Reddy; Keetha Laxminarayana 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 29 KB

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