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

B Das, M Krishnaiah, VS Reddy…

Index: Das, Biswanath; Krishnaiah, Maddeboina; Reddy, Vtukuri Saidi; Laxminarayana, Keetha Helvetica Chimica Acta, 2007 , vol. 90, # 11 p. 2163 - 2166

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Citation Number: 9

Abstract

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 ...