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Imino Diels-Alder cycloadditions: An application to the synthesis of (±)-aristeromycin

✍ Scribed by Michele Maggini; Maurizio Prato; Gianfranco Scorrano


Book ID
104228329
Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
242 KB
Volume
31
Category
Article
ISSN
0040-4039

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✦ Synopsis


A formal synthesis of (f)-aristeromycin starting from the imino Diels-Alder cycloadduct 38 has been achieved with high overall yield. A novel method for the in sifu preparation of N-sulfonylimines is reported.


📜 SIMILAR VOLUMES


Total Synthesis of (±)-Lysergic Acid by
✍ 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