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Highly Efficient Chemoselective Deprotection of O,O-Acetals and O,O-Ketals Catalyzed by Molecular Iodine in Acetone
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Abstract

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.
Citing Articles
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This article has been cited by 11 ACS Journal articles (5 most recent appear below).

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Iodo-cyclizations: Novel Strategy for the Total Syntheses of Polyrhacitide A and epi-Cryptocaryolone
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Arginine-Specific Modification of Proteins with Polyethylene Glycol
Marc A. Gauthier and Harm-Anton KlokBiomacromolecules2011 12 (2), 482-493Arginine-Specific Modification of Proteins with Polyethylene Glycol
Marc A. Gauthier and Harm-Anton KlokBiomacromolecules2011 12 (2), 482-493In this study, the residue-selective modification of proteins with polymers at arginine residues is reported. The difficulty in modifying arginine residues lies in the fact that they are less reactive than lysine residues. Consequently, typical chemo-...
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History
- Published In Issue December 10, 2004
- Received August 9, 2004
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