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Updated: Aug 27, 2025

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Synthesis of Optically Active syn- and anti-Chlorohydrins through a Bienzymatic Reductive Cascade
Jorge González-Rodríguez1, Jesús Albarrán-Velo1, Raquel G Soengas1
1Organic and Inorganic Chemistry Department, University of Oviedo, Avenida Julián Clavería s/n, 33006 Oviedo, Spain.
Abstract:
A bienzymatic cascade has been designed and optimized to obtain enantiopure chlorohydrins starting from the corresponding 1-aryl-2-chlorobut-2-en-1-ones. For the synthesis of these α-chloroenones, a two-step sequence was developed consisting of the allylation of the corresponding aldehyde with 3-dichloroprop-1-ene, followed by oxidation and further isomerization. The selective cooperative catalytic system involving ene-reductases (EREDs) and alcohol dehydrogenases (ADHs) afforded the desired optically active chlorohydrins under mild reaction conditions in excellent conversions (up to >99%) and selectivities (up to >99:1 diastereomeric ratio (dr), >99% enantiomeric excess (ee)).
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