4.7 Article

Highly efficient chemoselective deprotection of O,O-acetals and O,O-ketals catalyzed by molecular iodine in acetone

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 69, Issue 25, Pages 8932-8934

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0486239

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An extremely convenient method for deprotection of acetals and ketals catalyzed by molecular iodine (10 mol %) in acetone is reported. The protocol achieved the deprotection of acyclic or cyclic O,O-acetals and O,O-ketals in excellent yields within a few minutes under neutral conditions. The double bond, hydroxyl group, and acetate group remained unchanged, and the highly acid-sensitive furyl, tert-butyl ethers, and ketone-oxime stayed intact under these conditions.

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