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Journal ArticleDOI

Selektive Reduktions- und Oxydationsreaktionen an lysergsäure- Derivaten. 2.3-Dihydro- und 12-Hydroxy-lysergsäureamide. 59. Mitteilung über Mutterkornalkaloide†

P. A. Stadler, +3 more
- 01 Jan 1964 - 
- Vol. 47, Iss: 3, pp 756-769
TLDR
In this paper, a stereoselective reduction of d-lysergic acid amides to 2,3-dihydro derivatives is described, which can be dehydrogenated and oxidised with potassium nitroso-disulphonate to form the corresponding 12-hydrosy-d-LSA amides.
Abstract
A stereoselective reduction of d-lysergic acid amides to the 2,3-dihydro derivatives is described. These new dihydro-compounds can be dehydrogenated and oxidised with potassium nitroso-disulphonate to form the corresponding 12-hydrosy-d-lysergic acid amides besides the corresponding d-lysergic acid amides.

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Citations
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The Chemistry of Peptide Ergot Alkaloids. Part 1. Classification and Chemistry of Ergot Peptides

TL;DR: Owing to a high biological activity and broad spectrum of pharmacological effects, ergot alkaloids are of considerable importance for medicine.
Journal ArticleDOI

6‐Methyl‐Δ8,9‐ergolen‐8‐carbonsäure, ein neues Ergolinderivat aus Kulturen eines Stammes von Claviceps paspali STEVENSet HALL. 60. Mitteilung über Mutterkornalkaloide

TL;DR: In this article, the authors define three chemische Rassen: the first, weit- verbreiteten Rasse gehoren 98°% of all untersuchten Stamme.
Journal ArticleDOI

Fungal Metabolites as Pharmaceuticals

TL;DR: This review highlights pharmaceuticals currently used in Australia and New Zealand that have their origins in fungal metabolites, discussing the natural products chemistry and medicinal chemistry leading to their application as pharmaceuticals.
Journal ArticleDOI

A new synthetic route to (±) lysergic acid

TL;DR: In this article, a route to the synthesis of lysergic acid was described based on a mechanism proposed for the racemisation of LSA and related compounds, which involves cyclisation of the aminodienoic esters 19 and 22 to produce tetrahydropyridine systems.
References
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Journal ArticleDOI

The Total Synthesis of Lysergic Acid

TL;DR: Work on the inhibition by oligosaccharides of the precipitation of blood group substances with specific antibody suggests that the carbohydrate presents binding sites for the immunological reaction.
Journal ArticleDOI

Über die Isomerie von Lysergsäure und Isolysergsäure. 14. Mitteilung über Mutterkornalkaloide

TL;DR: In this paper, aufhebung des Asymmetriezentrums am Kohlenstoffatom 8 durch β-Aminocarbonsaure-Spaltung ergibt ein identisches Lactam aus Lysergsaure and Isolysergsaure, was zur Formulierung dieser Isomeren als Diastereomere fuhrt.
Journal ArticleDOI

Die Synthese und Stereochemie des Ergotamins. (58. Mitteilung über Mutterkornalkaloide

TL;DR: In this paper, a stereospecific synthesis of ergotamine is described, which confirms the postulated formula containing a cyclol structure, and the previously unknown configurations at the asymmetric centers C-2′ and C-12′.
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