A Solid-Phase, Library Synthesis of Natural-Product-Like Derivatives from an Enantiomerically Pure Tetrahydroquinoline Scaffold - Normandie Université Access content directly
Journal Articles Journal of Combinatorial Chemistry Year : 2004

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

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)).

Dates and versions

hal-02384490 , version 1 (28-11-2019)

Identifiers

Cite

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, 2004, 6 (1), pp.73-77. ⟨10.1021/cc030026x⟩. ⟨hal-02384490⟩

Collections

COMUE-NORMANDIE
20 View
0 Download

Altmetric

Share

Gmail Facebook Twitter LinkedIn More