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Mild, versatile, and chemoselective indium(III) triflate-catalyzed deprotection of acetonides under microwave heating conditions

✍ Scribed by Kathryn C. Golden; Brian T. Gregg; John F. Quinn

Book ID: 104097895
Publisher: Elsevier Science
Year: 2010
Tongue: French
Weight: 567 KB
Volume: 51
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2010.05.116

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✦ Synopsis

A series of acetonides (both terminal and internal isopropylidene acetals) have been deprotected under catalytic, neutral conditions to give their corresponding 1,2-diols. The reactions utilize indium(III) triflate in the presence of water and an organic solvent with mild microwave heating. Terminal acetonides are chemoselectivley removed in the presence of internal acetonides; acid labile functional groups remain intact under these conditions, thereby greatly enhancing the scope of the reaction substrates that can be utilized with this approach.

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ChemInform Abstract: Mild, Versatile, an

ChemInform Abstract: Mild, Versatile, and Chemoselective Indium(III) Triflate-Catalyzed Deprotection of Acetonides under Microwave Heating Conditions.

✍ Kathryn C. Golden; Brian T. Gregg; John F. Quinn 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 45 KB 👁 2 views

## Abstract The method allows the presence of acid‐labile functional groups.