Enantioenriched 1‑Tetralones via Rhodium-Catalyzed Arylative Cascade Desymmetrization/Acylation of Alkynylmalonates

An efficient atom-economic rhodium-catalyzed asymmetric arylative cyclization to access enantioenriched 1-tetralones, bearing a quaternary carbon stereocenter, is described, involving a highly regioselective alkyne insertion, a 1,4-Rh shift, and an acylation step via the desymmetrization of the malo...

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Veröffentlicht in:Organic letters 2019-10, Vol.21 (19), p.8122-8126
Hauptverfasser: Selmani, Aymane, Darses, Sylvain
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient atom-economic rhodium-catalyzed asymmetric arylative cyclization to access enantioenriched 1-tetralones, bearing a quaternary carbon stereocenter, is described, involving a highly regioselective alkyne insertion, a 1,4-Rh shift, and an acylation step via the desymmetrization of the malonate moiety thanks to an appropriate chiral diene ligand.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b03153