Chiral Lithium Amido Zincates for Enantioselective 1,2-Additions: Auto-assembling Reagents Involving a Fully Recyclable Ligand - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Chemistry - A European Journal Année : 2018

Chiral Lithium Amido Zincates for Enantioselective 1,2-Additions: Auto-assembling Reagents Involving a Fully Recyclable Ligand

Résumé

A methodology consisting in carrying out enantioselective nucleophilic 1,2‐additions (ee values up to 97 %) from cheap, easily accessible, and never described before, chiral lithium amido zincates is presented. These multicomponent reactants auto‐assemble when mixing, in a 1:1 ratio, a homoleptic diorganozinc (R2Zn) with a chiral lithium amide (CLA). The latter, obtained after a single reductive amination, plays the role of the chiral inductor and is fully recoverable thanks to a simple acid–base wash, allowing being recycled and re‐use without loss of stereochemical information.

Domaines

Chimie organique
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Dates et versions

hal-02019350 , version 1 (14-02-2019)

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Citer

Mathieu Rouen, Pauline Chaumont-Olive, Gabriella Barozzino-Consiglio, Jacques Maddaluno, Anne Harrison-Marchand. Chiral Lithium Amido Zincates for Enantioselective 1,2-Additions: Auto-assembling Reagents Involving a Fully Recyclable Ligand. Chemistry - A European Journal, 2018, 24 (37), pp.9238-9242. ⟨10.1002/chem.201802044⟩. ⟨hal-02019350⟩
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