A Consecutive Diels-Alder Approach toward a Tet Repressor Directed Combinatorial Library

Gmeiner P, Heinemann FW (2006)

Publication Type: Journal article

Publication year: 2006

Journal

Tetrahedron Elsevier

Publisher: Elsevier

Book Volume: 62

Pages Range: 6899-6908

DOI: 10.1016/j.tet.2006.04.092

Abstract

A combinatorial library of 180 tetracycline analogs was generated by solution phase parallel synthesis applying a consecutive Diels-Alder strategy. Chemical methodology suitable for three-dimensional solution phase parallel synthesis was developed that enabled us to generate a collection of potential TetR inducers. The synthesis was built on cross-conjugated trienes as central building blocks facilitating two consecutive cycloaddition processes with different dienophiles. Upon sequential exposure to naphthoquinone and maleimide derivatives, the generation of a carbocyclic skeleton of type 2 incorporating the diversity elements R¹-R⁵ was envisaged. © 2006 Elsevier Ltd. All rights reserved.

Authors with CRIS profile

Peter Gmeiner Lehrstuhl für Pharmazeutische Chemie Frank Wilhelm Heinemann Lehrstuhl für Anorganische und Allgemeine Chemie

How to cite

APA:

Gmeiner, P., & Heinemann, F.W. (2006). A Consecutive Diels-Alder Approach toward a Tet Repressor Directed Combinatorial Library. Tetrahedron, 62, 6899-6908. https://doi.org/10.1016/j.tet.2006.04.092

MLA:

Gmeiner, Peter, and Frank Wilhelm Heinemann. "A Consecutive Diels-Alder Approach toward a Tet Repressor Directed Combinatorial Library." Tetrahedron 62 (2006): 6899-6908.

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