Chemoselective Synthesis of δ-Amino Alcohols from Chiral 1,4-Diols Catalyzed by an NHC–Ir(III) Complex

Organic Letters 2026 Open access

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Authors: Emanuele Silvi, Aitor Bermejo‐López, Sarko Jabbari, Mariell Pettersson, Magnus J. Johansson, Belén Martín‐Matute
DOI: 10.1021/acs.orglett.5c04592
Cited by: 0
References: 48

Abstract

High Resolution Image Download MS PowerPoint Slide 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.

Fields of Study & Subjects

Asymmetric Hydrogenation and Catalysis N-Heterocyclic Carbenes in Organic and Inorganic Chemistry Organoboron and organosilicon chemistry

Publication details

Journal / source
Organic Letters
Volume
28
Issue
2
Pages
628–633
Publication date
2 January 2026
Language
EN