A New Cationic Domino Process to (±)-Uleine

A New Cationic Domino Process to (±)-Uleine

An amazing sequence of reactions is triggered when 1 is treated with formic acid. The formation of a benzyl cation sets off a domino reaction that ends with (±)‐uleine (2), which thus allows a simple and stereoselective synthesis of this and possibly also other natural products from the group of str...

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Veröffentlicht in:Angewandte Chemie International Edition 1997-08, Vol.36 (13-14), p.1474-1476
Hauptverfasser: Schmitt, Monika H., Blechert, Siegfried
Format: Artikel
Sprache:eng
Schlagworte:
carbazoles
cations
domino reactions
total synthesis
uleine
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Beschreibung
Zusammenfassung:An amazing sequence of reactions is triggered when 1 is treated with formic acid. The formation of a benzyl cation sets off a domino reaction that ends with (±)‐uleine (2), which thus allows a simple and stereoselective synthesis of this and possibly also other natural products from the group of strychnos alkaloids.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.199714741