RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000131.xml
Synfacts 2007(2): 0186-0186
DOI: 10.1055/s-2006-958970
DOI: 10.1055/s-2006-958970
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New YorkCatalytic Nazarov Cyclization of Heteroaromatic Compounds
J. A. Malona, J. M. Colbourne, A. J. Frontier*
University of Rochester, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
23. Januar 2007 (online)

Significance
A general catalytic system was developed to achieve the Nazarov cyclization of typically unreactive aromatic heterocyclic substrates. The method allowed the selective preparation of disubstituted fused cyclopentenones 2 and 4 with only the trans stereochemistry observed. The mildness of the conditions obviates the need for protection of the pyrrole or indole and should also have a wide functional group tolerance. The cyclization precursors 1 and 2 were prepared by aldol/oxidation and TiCl4-mediated Knoevenagel condensation.