Iron-Mediated Diastereoselective Spiroannelation to the Spiro[1,2,3,4-tetrahydroquinoline-4,1′-cyclohexane] System and a Novel Rearrangement to 2,3-Dihydroindole Derivatives

Iron-Mediated Diastereoselective Spiroannelation to the Spiro[1,2,3,4-tetrahydroquinoline-4,1′-cyclohexane] System and a Novel Rearrangement to 2,3-Dihydroindole Derivatives

Attack anti to the Fe(CO)3 group during spiroannelation (a) causes the aryl ring to be transformed into a cyclohexadiene unit. Demetallation of 1 gives either the free spiroheterocycle or a 2,3‐dihydroindole derivative. The spiroheterocyclic framework of 1 is an important component of several natura...

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Veröffentlicht in:Angewandte Chemie International Edition 1989-12, Vol.28 (12), p.1678-1679
Hauptverfasser: Knölker, Hans-Joachim, Boese, Rolaid, Hartmann, Konrad
Format: Artikel
Sprache:eng
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Zusammenfassung:Attack anti to the Fe(CO)3 group during spiroannelation (a) causes the aryl ring to be transformed into a cyclohexadiene unit. Demetallation of 1 gives either the free spiroheterocycle or a 2,3‐dihydroindole derivative. The spiroheterocyclic framework of 1 is an important component of several natural products.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.198916781