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Hypervalent iodine oxidation of trimethylsilyl enol ethers of ketones: A direct synthesis of α-keto triflates

✍ Scribed by Robert M. Moriarty; W. Ruwan Epa; Raju Penmasta; Alok K. Awasthi


Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
201 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis


a-Trifluoromethanesulfonoxy ketones (a-keto triflates) have been synthesized

under very mild conditions by the reaction of silyl enol ethers of ketones and nimethylsilyl trifluormethanesulfonate/iodosobenzene in dichloromethane.


📜 SIMILAR VOLUMES


Peracid oxidation of trimethylsilyl enol
✍ G.M. Rubottom; M.A. Vazquez; D.R. Pelegrina 📂 Article 📅 1974 🏛 Elsevier Science 🌐 French ⚖ 192 KB

The oxidation of trimethylsilyl enol ethers, L, in hexane solution, with s-chloroperbenzoic acid (MCPBA), followed by treatment of the crude reaction mixture with acid or base, affords a general, high yield method for the specific a-hydroxylation of ketones (ie, acyloin, 2, production)(Equation l)!