Metal-Free Ammonia Borane-Catalyzed Hydroboration of Lactones and Esters to Alcohols


Yessengazin A. Seisenkul B. Tussupbayev S. Andizhanova T. Khalimon A.Y.
21 October 2024John Wiley and Sons Inc

ChemCatChem
2024#16Issue 20

Herein we describe an efficient methodology for metal-free hydroborative cleavage of lactones and esters with HBPin (Pin=pinacol) to the corresponding alcohol derivatives using ammonia borane as a pre-catalyst. The reactions proceed under mild conditions, can be performed in a solvent-free manner, and do not require an inert atmosphere. Combined experimental and computational mechanistic studies suggest a novel mechanism that involves μ-aminodiboranes as catalytically active species.

aminodiborane , ammonia borane , esters , hydroboration , lactones

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Department of Chemistry, School of Sciences and Humanities, Nazarbayev University, 53 Kabanbay Batyr Avenue, Astana, 010000, Kazakhstan
Institute of Polymer Materials and Technologies, 3/1 Atyrau 1, Almaty, 050019, Kazakhstan

Department of Chemistry
Institute of Polymer Materials and Technologies

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