Combined directed ortho-metalation, remote metalation, and Stille cross-coupling strategies. Concise stereoselective synthesis of polysubstituted 9H-fluoren-9-ones

Combined directed ortho-metalation, remote metalation, and Stille cross-coupling strategies. Concise stereoselective synthesis of polysubstituted 9H-fluoren-9-ones

The new sequential stereoselective synthesis of diversely substituted 9H-fluoren-9-ones by ortho-lithiation/Bu3SnCl quench of unprotected benzoic acids followed by Stille cross-coupling reaction and remote metalation is reported.

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Veröffentlicht in:Tetrahedron 2008-04, Vol.64 (15), p.3331-3336
Hauptverfasser: Castanet, Anne-Sophie, Tilly, David, Véron, Jean-Baptiste, Samanta, Subhendu S., De, Asish, Ganguly, Tapan, Mortier, Jacques
Format: Artikel
Sprache:eng
Schlagworte:
Chemical Sciences
Organic chemistry
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Beschreibung
Zusammenfassung:The new sequential stereoselective synthesis of diversely substituted 9H-fluoren-9-ones by ortho-lithiation/Bu3SnCl quench of unprotected benzoic acids followed by Stille cross-coupling reaction and remote metalation is reported.
ISSN:0040-4020
DOI:10.1016/j.tet.2008.01.122