Catalytic Asymmetric Synthesis of β-Amino α-Tertiary Alcohol through Borrowing Hydrogen Amination DOI
Shahida Perveen, Tariq Ali, Talat S. Rahman

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 6, 2025

The first enantioconvergent transition-metal-catalyzed amination of racemic α-tertiary 1,2-diols providing access to vicinal β-amino alcohols is disclosed. iridium-catalyzed reaction proceeds through a chiral phosphoric acid-mediated borrowing hydrogen pathway with excellent yields and enantioselectivities for range amine nucleophiles 1,2-diols. An array were obtained high (50 examples up 91% yield 99% ee). These important amino alcohol products can be easily converted into ligands bioactive skeletons. Mechanistic investigations proposed dynamic kinetic resolution involving imine formation then reduction as the enantiodetermining step.

Language: Английский

Catalytic Asymmetric Synthesis of β-Amino α-Tertiary Alcohol through Borrowing Hydrogen Amination DOI
Shahida Perveen, Tariq Ali, Talat S. Rahman

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 6, 2025

The first enantioconvergent transition-metal-catalyzed amination of racemic α-tertiary 1,2-diols providing access to vicinal β-amino alcohols is disclosed. iridium-catalyzed reaction proceeds through a chiral phosphoric acid-mediated borrowing hydrogen pathway with excellent yields and enantioselectivities for range amine nucleophiles 1,2-diols. An array were obtained high (50 examples up 91% yield 99% ee). These important amino alcohol products can be easily converted into ligands bioactive skeletons. Mechanistic investigations proposed dynamic kinetic resolution involving imine formation then reduction as the enantiodetermining step.

Language: Английский

Citations

0