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Synthesis of Vinca Alkaloids and Related Compounds. Part 98. Oxidation with Dimethyldioxirane of Compounds Containing the Aspidospermane and Quebrachamine Ring System. A Simple Synthesis of (7S,20S)-(+)-Rhazidigenine and (2R,7S,20S)-(+)-Rhazidine.

✍ Scribed by Janos Eles; Gyoergy Kalaus; Albert Levai; Istvan Greiner; Maria Kajtar-Peredy; Pal Szabo; Lajos Szabo; Csaba Szantay

Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
33
Category
Article
ISSN
0931-7597

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Synthesis of vinca alakaloids and realat
Synthesis of vinca alakaloids and realated compounds 98. Oxidation with dimethyldioxirane of compounds containing the aspidospermane and quebrachamine ring system. A simple synthesis of (7S,20S)-(+)-rhazidigenine and (2R,7S,20S)-(+)-rhazidine
✍ János Éles; György Kalaus; Lajos SzabÓ; Albert LÉvai; IstvÁn Greiner; MÁria Kajt 📂 Article 📅 2002 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 62 KB

## Abstract The oxidation of (‐)‐tabersonine (**1**) with dimethyldioxirane (DMD) in neutral and acidic medium gave 16‐hydroxytabersonine‐__N__‐oxide (**3**) and the didehydrovincamine isomers **4** and **5**, respectively. (+)‐14,15‐Didehydro‐quebrachamine (**7**) furnished the hydroxyindolenine *