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Updated: Jun 28, 2026

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
High diversity on simple substrates: 1,4-dihalo-2-butenes and other difunctionalized allylic halides for
Caroline A Falciola1, Alexandre Alexakis
1Département de Chimie Organique, Université de Genève, Quai E-Ansermet 30, 1211 Genève 4, Switzerland.
Abstract:
Enantioselective allylic alkylation with an organomagnesium reagent catalyzed by copper thiophene carboxylate (CuTC) was carried out on difunctionalized substrates, such as commercially available 1,4-dichloro-2-butene and 1,4-dibromo-2-butene, and on similar compounds of higher substitution pattern of the olefin for the formation of all-carbon chiral quaternary centers. The high regioselectivity obtained throughout the reactions favored good regiocontrol for the addition of phenyl Grignard reagents. Other difunctionalized substrates (allylic ethers and allylic alcohols) also underwent asymmetric S(N)2' substitution.
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