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Alkaloid synthesis by the intramolecular imino Diels-Alder reaction. .delta.-Coniceine and tylophorine

✍ Scribed by Weinreb, Steven M.; Khatri, Nazir A.; Shringarpure, Jayant

Book ID
126482821
Publisher
American Chemical Society
Year
1979
Tongue
English
Weight
288 KB
Volume
101
Category
Article
ISSN
0002-7863

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📜 SIMILAR VOLUMES

Total Synthesis of (±)-Lysergic Acid by
Total Synthesis of (±)-Lysergic Acid by an Intramolecular Imino-Diels-Alder Reaction. Preliminary communication
✍ Wolfgang Oppolzer; Eric Francotte; Kurt Bättig 📂 Article 📅 1981 🏛 John Wiley and Sons 🌐 German ⚖ 252 KB

## Abstract (±)‐Lysergic acid (**1**) has been synthesized from 4‐hydroxymethyl‐1‐tosylindole (**2**) by a sequence of 9 steps. The crucial thermolysis **9** → **10** involves the __in situ__‐generation of the transient diene III which undergoes an intramolecular cycloaddition to a C, N‐double bond