Vinylogous Mannich-Type Reaction Catalyzed by an Iodine-Substituted Chiral Phosphoric Acid

2‐Trimethylsiloxyfuran underwent a vinylogous Mannich‐type reaction with aldimines under the action of a new chiral phosphoric acid, bearing iodine on the 6,6′‐positions of the binaphthyl group, as a chiral Brønsted acid to give γ‐butenolide derivatives bearing an amino functionality with high diast...

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Veröffentlicht in:Advanced synthesis & catalysis 2008-02, Vol.350 (3), p.399-402
Hauptverfasser: Akiyama, Takahiko, Honma, Yasuhiro, Itoh, Junji, Fuchibe, Kohei
Format: Artikel
Sprache:eng
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Zusammenfassung:2‐Trimethylsiloxyfuran underwent a vinylogous Mannich‐type reaction with aldimines under the action of a new chiral phosphoric acid, bearing iodine on the 6,6′‐positions of the binaphthyl group, as a chiral Brønsted acid to give γ‐butenolide derivatives bearing an amino functionality with high diastereo‐ and enantioselectivity.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.200700521