The Acid Accelerated Ruthenium‐Catalyzed Dihydroxylation. Scope and Limitations.

Abstract

Alcohols Alcohols Q 0230The Acid Accelerated Ruthenium-Catalyzed Dihydroxylation. Scope and Limitations. -The present paper describes the RuO 4 -catalyzed dihydroxylation of olefins. A wide range of different olefins are oxidized in good to excellent yields using the catalyst in a loading of only 0.5mol% together with a Broenstedt-acid. The interplay of ruthenium-and acid concentration allows even the dihydroxylation of acid labile alkenes like (Ia) and (VI). However, stabilized tri-and tetrasubstituted olefins can not be converted to the diols. Advantages of the present dihydroxylation protocol are the lower costs and toxicity of the reagents. -(PLIETKER*, B.; NIGGEMANN, M.; POLLRICH, A.; Org.