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Updated: Mar 1, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Chiral Pyridoxamines Featuring Proton-Donating Auxiliary Side Chains for Asymmetric Biomimetic Transamination
Daqing Sun1, Yunfei He1, Xinyi Ren1
1The Education Ministry Key Lab of Resource Chemistry and Shanghai Frontiers Science Center of Biomimetic Catalysis, Shanghai Normal University, Shanghai 200234, China.
Abstract:
Inspired by transaminases, we developed a novel class of chiral pyridoxamine featuring an auxiliary proton-donating side chain. These catalysts exhibited excellent activity and enantioselectivity in the asymmetric transamination of α-keto acids, affording various chiral α-amino acids in up to 97% yield with 93% ee. The strategic introduction of the auxiliary proton-donating side chain likely promotes the protonation of delocalized azaallylanion in the 1,3-proton transfer, leading to improvement in both catalytic activity and enantioselectivity.
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