Enantioselective Synthesis of Fluorene Derivatives by Chiral Phosphoric Acid Catalyzed Tandem Double Friedel–Crafts Reaction

Enantioselective Synthesis of Fluorene Derivatives by Chiral Phosphoric Acid Catalyzed Tandem Double Friedel–Crafts Reaction

Squeeze out the water! Chiral phosphoric acid catalyzed tandem double Friedel–Crafts reactions between indoles and 2‐formylbiphenyls were realized under mild conditions. The 9‐(3‐indolyl)fluorene derivatives were obtained in good yields and up to 96 % ee, leaving water as the sole by‐product (see sc...

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Veröffentlicht in:Chemistry : a European journal 2009-09, Vol.15 (35), p.8709-8712
Hauptverfasser: Sun, Feng‐Lai, Zeng, Mi, Gu, Qing, You, Shu‐Li
Format: Artikel
Sprache:eng
Schlagworte:
asymmetric catalysis
chiral Brønsted acids
fluorenes
Friedel–Crafts reaction
organocatalysis
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Zusammenfassung:Squeeze out the water! Chiral phosphoric acid catalyzed tandem double Friedel–Crafts reactions between indoles and 2‐formylbiphenyls were realized under mild conditions. The 9‐(3‐indolyl)fluorene derivatives were obtained in good yields and up to 96 % ee, leaving water as the sole by‐product (see scheme).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.200901369