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

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.

Références

Titre
Redox-Neutral 1,3-Diol Synthesis by Base-Promoted Diastereoselective Alcohol–Aldolization
Type de publication
Article de revue
Année de publication
2020
Revue
Organic Letters
Volume
22
Ticket
18
Pagination
7197–7201
ISSN
1523-7060
Soumis le 7 septembre 2022