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Synthetic Route to Ergot Alkaloids

✍ Scribed by István Moldvai; Eszter Temesvári-Major; Mária Incze; Gábor Dörnyei; Éva Szentirmay; Csaba Szántay

Publisher
John Wiley and Sons
Year
2005
Tongue
German
Weight
220 KB
Volume
88
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

Rye is sometimes infected by a fungus called Claviceps purpurea. The term ergot designates the dark, brown, tuberous bodies which can be collected before or during harvesting and represent one of the most remarkable drugs of our therapeutic arsenal. Actually, the most significant alkaloids are metabolic products of these fungi. We elaborated three alternative total synthetic pathways to construct the ergoline skeleton, one of which – suitable for scaling up – finally resulted in (+)‐lysergic acid (32a) and α‐ergocryptine (1) (Schemes 5 and 6).

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