Skip to Main content Skip to Navigation
Journal articles

A Solid-Phase, Library Synthesis of Natural-Product-Like Derivatives from an Enantiomerically Pure Tetrahydroquinoline Scaffold

Samuel Couve-Bonnaire 1 Doug Chou 1 Zhonghong Gan 1 Prabhat Arya 1
1 CNRC - Conseil National de Recherches Canada
Abstract : With the goal of developing a library synthesis of tetrahydroquinoline-derived natural-product-like small molecules, a practical synthesis of enantiomerically pure tetrahydroquinoline scaffold was achieved. An asymmetric aminohydroxylation reaction was the key step in this strategy. This scaffold was further immobilized onto the solid support for the library generation. The library was obtained from three diversity sites: (i) acylation of the hydroxyl group (R(1)), (ii) coupling of the Fmoc-protected amino acid to the amino group (R(2)), and (iii) amidation of the N-terminal amine group (R(3)).
Keywords : Combinatorial Chemistry Techniques High Pressure Liquid Chromatography Biological Factors/chemistry* Indicators and Reagents Magnetic Resonance Spectroscopy Quinolines/chemistry* Solvents Stereoisomerism
Document type :
Journal articles
Complete list of metadata
https://hal-normandie-univ.archives-ouvertes.fr/hal-02384490
Contributor : Samuel Couve-Bonnaire <>
Submitted on : Thursday, November 28, 2019 - 1:51:15 PM
Last modification on : Wednesday, April 15, 2020 - 11:26:02 AM

Links full text

openaccess

Identifiers

Collections

COMUE-NORMANDIE

Citation

Samuel Couve-Bonnaire, Doug Chou, Zhonghong Gan, Prabhat Arya. A Solid-Phase, Library Synthesis of Natural-Product-Like Derivatives from an Enantiomerically Pure Tetrahydroquinoline Scaffold. Journal of Combinatorial Chemistry, American Chemical Society, 2004, 6 (1), pp.73-77. ⟨10.1021/cc030026x⟩. ⟨hal-02384490⟩

Export

BibTeX TEI DC DCterms EndNote

Share

Metrics

Record views

56