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Article Dans Une Revue SYNLETT Année : 2010

Chelating Hydroxyalkyl NHC as Efficient Chiral Ligands for Room-Temperature Copper-Catalyzed Asymmetric Allylic Alkylation

Résumé

The application of chiral chelating hydroxy NHC in copper-catalyzed asymmetric allylic alkylation (Cu-AAA) involving various dialkylzincs and allylic phosphate substrates is reported here. From a library of 11 chiral chelating hydroxyalkyl NHC, a fine-tuning has been done to identify the best architectural features enabling to produce the expected γ-adducts in total regioselectivity, good isolated yields, and excellent enantioselectivities (ranging from 93% to >98% ee).
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Dates et versions

hal-02410831 , version 1 (14-12-2019)

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Thomas Jennequin, Joanna Wencel-Delord, Diane Rix, Julien Daubignard, Christophe Crevisy, et al.. Chelating Hydroxyalkyl NHC as Efficient Chiral Ligands for Room-Temperature Copper-Catalyzed Asymmetric Allylic Alkylation. SYNLETT, 2010, 2010 (11), pp.1661-1665. ⟨10.1055/s-0029-1220127⟩. ⟨hal-02410831⟩
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