Palladium-Catalyzed γ‑Selective Arylation of Zincated Boc-Allylamines

Palladium-Catalyzed γ‑Selective Arylation of Zincated Boc-Allylamines

The regio- and diastereoselective arylation of Boc-protected allylamines was performed via a one-pot lithiation/transmetalation to zinc/cross-coupling sequence, through an appropriate choice of a phosphine ligand. A variety of γ-arylated products were obtained in moderate to good yield, and the prod...

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Veröffentlicht in:Organic letters 2014-08, Vol.16 (15), p.3998-4000
Hauptverfasser: Millet, Anthony, Baudoin, Olivier
Format: Artikel
Sprache:eng
Schlagworte:
Chemical Sciences
Organic chemistry
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Zusammenfassung:The regio- and diastereoselective arylation of Boc-protected allylamines was performed via a one-pot lithiation/transmetalation to zinc/cross-coupling sequence, through an appropriate choice of a phosphine ligand. A variety of γ-arylated products were obtained in moderate to good yield, and the products could be directly transformed into valuable γ-arylamines and β-aryl aldehydes.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol5018257