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Digitale Medien

An Expeditious Synthesis of the Dendrobatid Indolizidine Alkaloid 167B (1998)

Michael, Joseph P. ; Gravestock, David

Weinheim : Wiley-Blackwell

Liebigs Annalen 1998 (1998), S. 865-870

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Details

ISSN: 1434-193X

Schlagwort(e): Alkaloids ; Enaminones ; Indolizidines ; Sulfide contraction ; Total synthesis ; Chemistry ; General Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: The synthesis of the racemic title alkaloid 1 has been accomplished in eight steps and 7.2% overall yield from pyrrolidine-2-thione (5) and ethyl hex-2-enoate (6). Key steps include a ring closure that takes advantage of the nucleophilicity of a vinylogous urethane 8, and stereoselective reduction of the C=C double bond of a bicyclic vinylogous amide 12.

Materialart: Digitale Medien

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