Submit Manuscript  

Article Details


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

[ Vol. 9 , Issue. 9 ]

Author(s):

Giordano Lesma, Bruno Danieli, Francesco Lodroni, Daniele Passarella, Alessandro Sacchetti and Alessandra Silvani   Pages 691 - 701 ( 11 )

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.

Keywords:

Combinatorial chemistry, solid phase synthesis, microwave, tetrahydroisoquinoline

Affiliation:

Dipartimento di Chimica Organica e Industriale e Centro Interdisciplinare Studi biomolecolari e applicazioni Industriali (CISI), Universita degli Studi di Milano, via G. Venezian 21, 20133 Milano, Italy.



Read Full-Text article