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Updated: Jan 7, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Chemoselective Synthesis of δ-Amino Alcohols from Chiral 1,4-Diols Catalyzed by an NHC-Ir(III) Complex
Emanuele Silvi1,2, Aitor Bermejo-López1, Sarko Jabbari1
1Department of Chemistry, Organic Chemistry Unit, Stockholm University, 106 91 Stockholm, Sweden.
Abstract:
The synthesis of δ-amino alcohols from 1,4-diols via the hydrogen borrowing strategy by an NHC-Ir(III) catalyst is described. The amination occurs on the primary alcohol selectively. The mild, base-free conditions effectively suppress the common second intramolecular amination to pyrrolidines. sec-Alcohols, even benzylic ones, remain inert toward amination and even without racemization, enabling the synthesis of chiral δ-amino alcohols from readily available chiral 1,4-diols. Late-stage functionalization (LSF) of Lenalidomide and other complex drugs is demonstrated.
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