Confined Chiral Pd(II) Catalyst-Enabled Enantioselective Intramolecular Aminoalkylation of Alkenes: One-Step Construction of Chiral <i>N</i> -Fused Bicyclic Skeletons

Highly enantioselective intramolecular aminoalkylation of unactivated alkenes has been accomplished for the first time through the development of a novel category of confined chiral Pd(II) catalysts consisting of two axially chiral picolinic acid ligands. A variety of polycyclic compounds, featuring a saturated chiral <i>N</i>-fused 6/5 or 7/5 bicyclic skeleton, were synthesized in moderate to good yields with excellent enantiomeric ratios (up to 99.5:0.5) through the formation of both a C-N bond and a C-C bond in a single synthetic step.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2026-01-26
DOI
https://doi.org/10.1021/jacs.5c18705
Primary Topic
Axial and Atropisomeric Chirality Synthesis
Type
article
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article

Confined Chiral Pd(II) Catalyst-Enabled Enantioselective Intramolecular Aminoalkylation of Alkenes: One-Step Construction of Chiral N -Fused Bicyclic Skeletons

Chuanliang Li, Shouyi Cen, Qi Keng Xu, Yuehua Chen et al.
Journal of the American Chemical Society
Axial and Atropisomeric Chirality Synthesis
article

Confined Chiral Pd(II) Catalyst-Enabled Enantioselective Intramolecular Aminoalkylation of Alkenes: One-Step Construction of Chiral N -Fused Bicyclic Skeletons

Chuanliang Li, Shouyi Cen, Qi Keng Xu, Yuehua Chen, Sijia Ma
article en

Abstract

Highly enantioselective intramolecular aminoalkylation of unactivated alkenes has been accomplished for the first time through the development of a novel category of confined chiral Pd(II) catalysts consisting of two axially chiral picolinic acid ligands. A variety of polycyclic compounds, featuring a saturated chiral <i>N</i>-fused 6/5 or 7/5 bicyclic skeleton, were synthesized in moderate to good yields with excellent enantiomeric ratios (up to 99.5:0.5) through the formation of both a C-N bond and a C-C bond in a single synthetic step.

Journal of the American Chemical SocietyVol. 148(5)
East China University of Science and Technology (CN)
Openalex Percentile: Top 78%
Axial and Atropisomeric Chirality Synthesis
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Confined Chiral Pd(II) Catalyst-Enabled Enantioselective Intramolecular Aminoalkylation of Alkenes: One-Step Construction of Chiral <i>N</i> -Fused Bicyclic Skeletons — Chuanliang Li, Shouyi Cen, et al. · Journal of the American Chemical Society (2026) | TGRS Research Map | TGRS