Enantioselective Cascade Formal Reductive Insertion of Allylic Alcohols into the C(O)–C Bond of 1,3-Diketones: Ready Access to Synthetically Valuable 3-Alkylpentanol Units
An unprecedented cascade reaction combining dual iron–amine-catalyzed enantioselective functionalization of allylic alcohols and chemoselective acyl transfer is presented. It allows, from diketones and allylic alcohols, preparation of efficiently functionalized gamma-chiral alcohols in up to 96% yield and 96:4 er. The interest of this redox-, atom-, and step-economomical approach was further demonstrated in the short synthesis of several key fragments of biologically active natural products or odorant molecules.
Références
- Titre
- Enantioselective Cascade Formal Reductive Insertion of Allylic Alcohols into the C(O)–C Bond of 1,3-Diketones: Ready Access to Synthetically Valuable 3-Alkylpentanol Units
- Type de publication
- Article de revue
- Année de publication
- 2014
- Auteurs
- Roudier, Mylène, Constantieux Thierry, Quintard Adrien, and Rodriguez Jean
- Revue
- Organic Letters
- Volume
- 16
- Ticket
- 11
- Pagination
- 2802–2805
- ISSN
- 1523-7060
Soumis le 7 septembre 2022