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α-Alkylation of Ketones with Bio-Based 2,5-Furandimethanol via a Hydrogen Autotransfer Process Catalyzed by a

Beixuan Dong1, Yiqian He1, Jinci Liang1

  • 1School of Chemistry and Chemical Engineering, Nanjing University of Science & Technology, Nanjing210094, P. R. China.

Organic Letters
|September 4, 2026
PubMed

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One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
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Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
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