Enantioselective iridium-catalyzed allylic substitutions with hydroxamic acid derivatives as N-nucleophiles

Enantioselective Ir-catalyzed allylic aminations with hydroxamic acid derivatives are described. Catalysts were prepared in situ from [Ir(cod)Cl]2 or [Ir(dbcot)Cl]2, a phosphoramidite and base. In addition, pure (π-allyl)Ir complexes containing cod or dbcot as auxiliary ligands were used. Very high...

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Main Authors: Gärtner, Martin (Author) , Jäkel, Mascha (Author) , Achatz, Manuel (Author) , Sonnenschein-Battefeld, Christoph (Author) , Tverskoy, Olena (Author) , Helmchen, Günter (Author)
Format: Article (Journal)
Language:English
Published: 2 May 2011
In: Organic letters
Year: 2011, Volume: 13, Issue: 11, Pages: 2810-2813
ISSN:1523-7052
DOI:10.1021/ol200688d
Online Access:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1021/ol200688d
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Author Notes:Martin Gärtner, Mascha Jäkel, Manuel Achatz, Christoph Sonnenschein, Olena Tverskoy, and Günter Helmchen
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Summary:Enantioselective Ir-catalyzed allylic aminations with hydroxamic acid derivatives are described. Catalysts were prepared in situ from [Ir(cod)Cl]2 or [Ir(dbcot)Cl]2, a phosphoramidite and base. In addition, pure (π-allyl)Ir complexes containing cod or dbcot as auxiliary ligands were used. Very high degrees of regio- and enantioselectivity were achieved. The reaction products were transformed into piperidine derivatives suited as precursors for aza-sugars.
Item Description:Gesehen am 03.08.2023
Physical Description:Online Resource
ISSN:1523-7052
DOI:10.1021/ol200688d