Ni-Catalyzed C(sp3)–O Arylation of α‑Hydroxy Esters

A Negishi cross-coupling of α-hydroxy ester derivatives and arylzinc reagents has been developed. This reaction tolerates both primary and secondary C­(sp3)–O alcohol precursors and achieves efficient cross-coupling under Ni catalysis without the need for added external metal reductant, photocatalys...

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Veröffentlicht in:Organic letters 2021-12, Vol.23 (24), p.9485-9489
Hauptverfasser: Monteith, John J., Rousseaux, Sophie A. L.
Format: Artikel
Sprache:eng
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Zusammenfassung:A Negishi cross-coupling of α-hydroxy ester derivatives and arylzinc reagents has been developed. This reaction tolerates both primary and secondary C­(sp3)–O alcohol precursors and achieves efficient cross-coupling under Ni catalysis without the need for added external metal reductant, photocatalyst, or additives. The arylation of readily accessible C­(sp3)–O electrophiles in this operationally simple, rapid, and mild reaction provides a complementary way of accessing desirable α-aryl ester products.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c03674