Niobium-Catalyzed Highly Enantioselective Aza-Diels-Alder Reactions

Niobium-Catalyzed Highly Enantioselective Aza-Diels-Alder Reactions

Niobium‐based chiral Lewis acid was found to be highly effective catalyst for aza‐Diels–Alder reactions of imines with Danishefsky‘s dienes. The reactions proceed in high yield with high enantioselectivity for both aromatic and aliphatic imines. The developed methodology was applied to total synthes...

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Veröffentlicht in:Advanced synthesis & catalysis 2008-03, Vol.350 (5), p.647-651
Hauptverfasser: Jurčík, Václav, Arai, Kenzo, Salter, Matthew M., Yamashita, Yasuhiro, Kobayashi, Shū
Format: Artikel
Sprache:eng
Schlagworte:
anabasine
aza-Diels-Alder reaction
Lewis acid
niobium
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Zusammenfassung:Niobium‐based chiral Lewis acid was found to be highly effective catalyst for aza‐Diels–Alder reactions of imines with Danishefsky‘s dienes. The reactions proceed in high yield with high enantioselectivity for both aromatic and aliphatic imines. The developed methodology was applied to total synthesis of (+)‐anabasine.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.200700615