Enantioselective α-Arylation of Primary Alcohols under Sequential One-Pot Catalysis
Author(s) -
Bruno Lainer,
Dawid Lichosyt,
Maiia I. Aleksandrova,
Paweł Dydio
Publication year - 2021
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/acs.joc.1c00983
Subject(s) - chemistry , enantioselective synthesis , nucleophile , primary (astronomy) , aryl , catalysis , organic chemistry , combinatorial chemistry , halide , tertiary alcohols , alkyl , physics , astronomy
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.
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