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Total Synthesis of (±)-Lysergic Acid by an Intramolecular Imino-Diels-Alder Reaction. Preliminary communication

✍ Scribed by Wolfgang Oppolzer; Eric Francotte; Kurt Bättig

Publisher
John Wiley and Sons
Year
1981
Tongue
German
Weight
252 KB
Volume
64
Category
Article
ISSN
0018-019X

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✦ Synopsis

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 at 200° and at low stationary concentration of III.

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