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New Functionalised Hydroxymethyl Ketones from the Mild and Chemoselective KMnO4 Oxidation of Chiral Terminal Olefins

Carlo Bonini *, Lucia Chiummiento, Maria Funicello, Paolo Lupattelli, Maddalena Pullez

*Dipartimento di Chimica, UniversitÓ degli Studi della Basilicata, Via N. Sauro 85, 85100 Potenza, Italy, Email:

C. Bonini, L. Chiummiento, M. Funicello, P. Lupattelli, M. Pullez, Eur. J. Org. Chem., 2006, 80-83.

DOI: 10.1002/ejoc.200500737


Various terminal olefinic compounds are directly converted into the corresponding α-hydroxy ketones in good yields by potassium permanganate oxidation. The reaction is highly chemoselective in the presence of differently protected hydroxy groups.

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Key Words

Oxidation, Potassium Permanganate, Terminal Olefins, Hydroxymethyl Ketones (α-Hydroxylation) , Polyols

ID: J24-Y2006-180