Regioselective Hydroaminoalkylation with Silylated Alkenes for β-Amino Acid Synthesis DOI

M. THOMPSON,

Decheng Yang, J. S. Higgins

и другие.

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Апрель 8, 2025

Catalyst and substrate steric electronic features that influence regioselectivity in hydroaminoalkylation were leveraged to develop a synthetic approach for the selective synthesis of β-amino acids. An situ generated tantalum-ureate catalyst was used prepare 18 γ-silylated amines up 93% yield from internal silylated alkenes. β-Amino silane regioisomer production rarely observed, making this work one few examples highly regioselective with unsymmetric These γ-amino silanes converted alcohols modified Tamao-Fleming oxidation strategy followed by two additional steps acids, including key fragment anticancer drug candidate Ipatasertib.

Язык: Английский

Regioselective Hydroaminoalkylation with Silylated Alkenes for β-Amino Acid Synthesis DOI

M. THOMPSON,

Decheng Yang, J. S. Higgins

и другие.

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Апрель 8, 2025

Catalyst and substrate steric electronic features that influence regioselectivity in hydroaminoalkylation were leveraged to develop a synthetic approach for the selective synthesis of β-amino acids. An situ generated tantalum-ureate catalyst was used prepare 18 γ-silylated amines up 93% yield from internal silylated alkenes. β-Amino silane regioisomer production rarely observed, making this work one few examples highly regioselective with unsymmetric These γ-amino silanes converted alcohols modified Tamao-Fleming oxidation strategy followed by two additional steps acids, including key fragment anticancer drug candidate Ipatasertib.

Язык: Английский

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