Tungsten Hexachloride (WCl6) as a Mild and Efficient Reagent for Deprotection of Acetals and Ketals
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Habib Firouzabadi, Nasser Iranpoor* and Babak Karimi
Abstract
A variety of acetals and ketals are efficiently and rapidly converted to the corresponding carbonyl compounds by using WCl6 in dichloromethane or acetonitrile at room temperature.
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