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A facile and efficient ZrCl4 catalyzed conversion of aldehydes to geminal-diacetates and dipivalates and their cleavage

G. Smitha and Ch. Sanjeeva Reddy*

*Department of Chemistry, Kakatiya University, Vidyaranyapuri, Hanamkonda Warangal 506 009, India, Email:

G. Smitha, Ch. S. Reddy, Tetrahedron, 2003, 59, 9571-9576.

DOI: 10.1016/j.tet.2003.10.002

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Geminal diacetates and dipivalates were prepared in high yields through a mild and efficient reaction of aldehydes with acetic anhydride or pivalic anhydride using zirconium (IV) chloride as a catalyst under solvent free conditions. Regeneration of aldehydes from the acylals was achieved using the same catalyst in methanol.

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Key Words

Zirconium(IV) chloride, aldehydes, acylals

ID: J72-Y2003-910