Redox-Neutral 1,3-Diol Synthesis by Base-Promoted Diastereoselective Alcohol–Aldolization - MédiHAL Accéder directement au contenu
Image (Illustration) Année : 2020

Redox-Neutral 1,3-Diol Synthesis by Base-Promoted Diastereoselective Alcohol–Aldolization

Résumé

In order to prepare more efficiently key 1,3-diol fragments, we have devised a base-promoted redox-neutral condensation of ketones with alcohols. This diastereoselective alcohol–aldolization enables bypassing the classical oxidation and reduction steps necessary for the preparation of this crucial backbone by an overall redox-neutral formal borrowing hydrogen process. The starting alcohols constitute both the precursors of the in situ generated reactive aldehydes and the hydride source necessary for the chemoselective reduction of the aldol adduct intermediates.

Domaines

Chimie organique

Dates et versions

hal-02953871 , version 1 (30-09-2020)

Licence

Domaine public

Identifiants

  • HAL Id : hal-02953871 , version 1

Citer

Na Shao, Jean Rodriguez, Adrien Quintard. Redox-Neutral 1,3-Diol Synthesis by Base-Promoted Diastereoselective Alcohol–Aldolization. Illustration. France. 2020. ⟨hal-02953871⟩
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