Chemistry of indoles carrying a basic function. Part 8: A new approach to the ergoline skeleton

Starting from N-pivaloyl-Uhle's ketone a new synthetic approach to the ergoline skeleton has been elaborated. Ring D of the tetracyclic skeleton was formed by an intramolecular Dieckmann-condensation of a diester, obtained in a Reformatsky reaction of a properly substituted derivative of N-piva...

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Bibliographic Details
Published inTetrahedron Vol. 59; no. 24; pp. 4281 - 4286
Main Authors Incze, Mária, Moldvai, István, Temesvári-Major, Eszter, Dörnyei, Gábor, Kajtár-Peredy, Mária, Szántay, Csaba
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 09.06.2003
Elsevier
Subjects
alkaloids
Chemistry
Chemistry, Organic
cyclisation
Dieckmann condensation
ergolines
modified Reformatsky reaction
Physical Sciences
Science & Technology
cyclisation
Dieckmann condensation
ergolines
alkaloids
modified Reformatsky reaction
modified Reformatsky reaction cyclisation
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Summary:Starting from N-pivaloyl-Uhle's ketone a new synthetic approach to the ergoline skeleton has been elaborated. Ring D of the tetracyclic skeleton was formed by an intramolecular Dieckmann-condensation of a diester, obtained in a Reformatsky reaction of a properly substituted derivative of N-pivaloyl Uhle's ketone followed by elimination of water. Graphic
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(03)00630-6