Enantioselective α‑Arylation of Primary Alcohols under Sequential One-Pot Catalysis

Secondary benzylic alcohols and diarylmethanols are common structural motifs of biologically active and medicinally relevant compounds. Here we report their enantioselective synthesis by α-arylation of primary aliphatic and benzylic alcohols under sequential catalysis integrating a Ru-catalyzed hydr...

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Bibliographic Details
Published in:Journal of organic chemistry 2021-07, Vol.86 (13), p.9253-9262
Main Authors: Lainer, Bruno, Lichosyt, Dawid, Aleksandrova, Maiia, Dydio, Paweł
Format: Article
Language:English
Subjects:
Chemical Sciences
Other
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Summary:Secondary benzylic alcohols and diarylmethanols are common structural motifs of biologically active and medicinally relevant compounds. Here we report their enantioselective synthesis by α-arylation of primary aliphatic and benzylic alcohols under sequential catalysis integrating a Ru-catalyzed hydrogen transfer oxidation and a Ru-catalyzed nucleophilic addition. The method can be applied to various alcohols and aryl nucleophiles tolerating a range of functional groups, including secondary alcohols, ketones, alkenes, esters, NH amides, tertiary amines, aryl halides, and heterocycles.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c00983