Preparation of β-hydroxyketones (aldols) from the alkylation of O-silyl aryl cyanohydrins with epoxides

Preparation of β-hydroxyketones (aldols) from the alkylation of O-silyl aryl cyanohydrins with epoxides

[Display omitted] β-Hydroxyketones (aldols) are prepared from the alkylation-deprotection of O-silylated aryl cyanohydrins with epoxides. Key to the success of the method was the suppression of an in situ cyclic imidate formation that occurs upon initial opening of the epoxide ring.

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Veröffentlicht in:Tetrahedron letters 2023-02, Vol.116, p.154334, Article 154334
Hauptverfasser: Gilreath, Lissa D., Melendez, Diamond R., McGlade, Caylie A., Shoemaker, Jennifer E., Mullinax, Dakoda W., Hartel, Aaron M.
Format: Artikel
Sprache:eng
Schlagworte:
Aldols
Cyanohydrins
Epoxides
Imidates
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Zusammenfassung:[Display omitted] β-Hydroxyketones (aldols) are prepared from the alkylation-deprotection of O-silylated aryl cyanohydrins with epoxides. Key to the success of the method was the suppression of an in situ cyclic imidate formation that occurs upon initial opening of the epoxide ring.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2022.154334