Organic Chemistry Portal



Alkoxide-Catalyzed Reduction of Ketones with Pinacolborane

Ian P. Query, Phillip A. Squier, Emily M. Larson, Nicholas A. Isley and Timothy B. Clark*

*Department of Chemistry, Western Washington University, 516 High Street, Bellingham, Washington 98225, United States, Email:

I. P. Query, P. A. Squier, E. M. Larson, N. A. Isley, T. B. Clark, J. Org. Chem., 2011, 76, 6452-6456.

DOI: 10.1021/jo201142g


The reduction of ketones with pinacolborane is catalyzed by NaOt-Bu at ambient temperature. The reaction is high yielding and general, providing complete conversion of aryl and dialkyl ketones. The active hydride source is the trialkoxyborohydride, which is believed to be present in low concentration under the reaction conditions.

see article for more examples

Key Words

Reduction of Ketones, Pinacolborane

ID: J42-Y2011-2220