Facile Three-Component Coupling Procedure for the Synthesis of Substituted Tetrahydroisoindole-1,3-diones from α,β-Unsaturated Aldehydes

A new one-pot procedure for the efficient synthesis of a small library of amino-functionalized tetrahydroisoindole-1,3-dione derivatives was developed. This three-component coupling reaction comprises subsequent condensation and Diels−Alder reactions of ubiquitous available starting materials (α,β-u...

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Veröffentlicht in:Organic letters 2001-09, Vol.3 (18), p.2895-2898
Hauptverfasser: Jacobi von Wangelin, Axel, Neumann, Helfried, Gördes, Dirk, Spannenberg, Anke, Beller, Matthias
Format: Artikel
Sprache:eng
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Zusammenfassung:A new one-pot procedure for the efficient synthesis of a small library of amino-functionalized tetrahydroisoindole-1,3-dione derivatives was developed. This three-component coupling reaction comprises subsequent condensation and Diels−Alder reactions of ubiquitous available starting materials (α,β-unsaturated aldehydes, amide, and maleimide). The synthesized compounds share a substituted tetrahydroisoindole motif in an endo fashion.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0101436