Enantioselective Synthesis of vic-Aminoalcohol Derivatives by Nickel-Catalyzed Reductive Coupling of Aldehydes with Protected Amino-pentadienoates

Thilo Bender, Alois Fürstner · 2024

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Description

Thilo Bender and Alois Fürstner report a nickel-catalyzed route to a useful class of chiral building blocks in a 2024 paper. The products join an amino group and an alcohol group on neighboring carbons, a pattern common in drugs and natural products. Their method couples aldehydes with protected amino diene esters under reducing conditions.

A special ligand, derived from a known chiral scaffold, flips the usual regiochemistry of the coupling. The products form in good yields with high optical purity and the opposite configuration to the usual pattern. A bench-stable nickel source and a boron promoter make the setup practical.

Catalog record

CREATORThilo Bender, Alois Fürstner
YEAR2024
COLLECTIONPAPERS
FORMATTXT
FILE SIZE15 KB
VERSION1.0
LICENSECC BY 4.0
RIGHTSCC BY
SOURCEEurope PMC

Source: https://europepmc.org/articles/PMC11638964

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