Phosphine‐Catalyzed β‐Selective Conjugate Addition of α‐Fluoro‐β‐ketoamides to Allenic Esters

A Strategy for the β‐selective conjugate addition of α‐fluoro‐β‐ketoamides to allenic esters has been developed via phosphine catalysis. This protocol exhibits a broad substrate scope, and a wide range of compounds bearing fluorinated quaternary carbon center was obtained in good to excellent yields...

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Veröffentlicht in:European journal of organic chemistry 2019-09, Vol.2019 (35), p.6138-6142
Hauptverfasser: Vaishanv, Narendra Kumar, Zaheer, Mohd Khalid, Kant, Ruchir, Mohanan, Kishor
Format: Artikel
Sprache:eng
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Zusammenfassung:A Strategy for the β‐selective conjugate addition of α‐fluoro‐β‐ketoamides to allenic esters has been developed via phosphine catalysis. This protocol exhibits a broad substrate scope, and a wide range of compounds bearing fluorinated quaternary carbon center was obtained in good to excellent yields. This protocol allows the use of γ‐substituted allenic esters to furnish the products with exclusive β‐selectivity. A strategy for the β‐selective conjugate addition of α‐fluoro‐β‐ketoamides to allenic esters has been developed via phosphine catalysis and demonstrated for a wide range of ketoamides and allenoate substrates.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201901199