Microwave-Assisted, Solid-Phase Synthesis of a Chiral 1,2,3,4-Tetrahydroquinoline Library

Title: Microwave-Assisted, Solid-Phase Synthesis of a Chiral 1,2,3,4-Tetrahydroquinoline Library

Volume: 9 Issue: 9

Author(s): Giordano Lesma, Bruno Danieli, Francesco Lodroni, Daniele Passarella, Alessandro Sacchetti and Alessandra Silvani

Affiliation:

Keywords: Combinatorial chemistry, solid phase synthesis, microwave, tetrahydroisoquinoline

Abstract: The synergy of a solution-phase preparation of scaffolds with a solid-phase combinatorial synthesis let to develop an efficient route to a small library of chiral, highly functionalized tetrahydroisoquinolines. Both loading on the Merrifield resin and the key acid-catalyzed Pictet-Spengler condensation were efficiently promoted by microwave irradiation. The library was designed such that up to five points of diversity would be potentially introduced, making the strategy in principle suitable for generation of a large number of compounds.

Cite this article as:

Lesma Giordano, Danieli Bruno, Lodroni Francesco, Passarella Daniele, Sacchetti Alessandro and Silvani Alessandra, Microwave-Assisted, Solid-Phase Synthesis of a Chiral 1,2,3,4-Tetrahydroquinoline Library, Combinatorial Chemistry & High Throughput Screening 2006; 9 (9) . https://dx.doi.org/10.2174/138620706778700134