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A simple procedure for C–C bond cleavage of aromatic and aliphatic epoxides with aqueous sodium periodate under ambient conditions

✍ Scribed by Caitlin M. Binder; Darryl D. Dixon; Erik Almaraz; Marcus A. Tius; Bakthan Singaram

Publisher: Elsevier Science
Year: 2008
Tongue: French
Weight: 122 KB
Volume: 49
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.02.142

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✦ Synopsis

The sodium periodate mediated oxidative cleavage of the C-C bond of twelve epoxides is reported with yields of the corresponding carbonyl compounds in up to 91%. This is a two-step reaction that proceeds through a rate-limiting epoxide opening to a vicinal diol that is cleaved in situ to the corresponding carbonyl compound. This method serves as a chemoselective alternative to ozonolysis.

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ChemInform Abstract: A Simple Procedure

ChemInform Abstract: A Simple Procedure for C—C Bond Cleavage of Aromatic and Aliphatic Epoxides with Aqueous Sodium Periodate under Ambient Conditions.

✍ Caitlin M. Binder; Darryl D. Dixon; Erik Almaraz; Marcus A. Tius; Bakthan Singar 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 30 KB 👁 2 views

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