Organocatalytic Enantioselective Nucleophilic Substitution of Furfurals with Alcohols via a Remote Chiral Control.

J Org Chem

School of Biomedical Engineering & State Key Laboratory of Advanced Medical Materials and Devices, ShanghaiTech University, Shanghai 201210, China.

Published: March 2025

We describe herein the direct organocatalytic asymmetric nucleophilic substitution reaction of 2-benzylfurfurals with benzyl alcohols and allylic alcohol in the absence of any metal catalysts and ligands. A series of γ-regioselective products were obtained in high yields and up to 99% enantiomeric excess.

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http://dx.doi.org/10.1021/acs.joc.4c02937DOI Listing

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