A highly functionalized perhydroindole is formed by the intramolecular [π4s+π2s] cycloaddition of a 2-azaallyl anion with a vinyl sulfide [Eq. (a)]. This is the key step in the total synthesis of (+)-coccinine, the enantiomer of the Amaryllidaceae alkaloid (-)-coccinine.
Ein hochfunktionalisiertes Perhydroindol entsteht bei der intramolekularen [π4s+π2s]‐Cycloaddition eines 2‐Azaallylanions mit einem Vinylsulfid [Gl. (a), Bn=Benzyl]. Dies ist der Schlüsselschritt bei der Totalsynthese von (+)‐Coccinin, dem Enantiomer des Amaryllidaceae‐Alkaloids (−)‐Coccinin.
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