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Stereoelectronic Effects in the Iodine-Promoted Oxidation of Pentacyclic Tetrahydroisoquinolines.

✍ Scribed by Oliver Koepler; Sabine Laschat; Burkhard Miehlich; Angelika Baro; Peter Fischer

Publisher
John Wiley and Sons
Year
2005
Weight
11 KB
Volume
36
Category
Article
ISSN
0931-7597

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Stereoelectronic Effects in the Iodine-P
Stereoelectronic Effects in the Iodine-Promoted Oxidation of Pentacyclic Tetrahydroisoquinolines
✍ Oliver Koepler; Sabine Laschat; Burkhard Miehlich; Angelika Baro; Peter Fischer 📂 Article 📅 2004 🏛 John Wiley and Sons 🌐 German ⚖ 198 KB

## Abstract Iodine‐promoted oxidations of the pentacyclic tetrahydroisoquinolines **4a, 4b**, and **10** were investigated. Whereas the all‐__cis__ diastereoisomer **4a** containing an arylamino moiety gave the iminium ion **5** as the primary product, which subsequently underwent intramolecular am

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