New syntheses of (±)-tashiromine and (±)-epitashiromine via enaminone intermediates.

Riley, Darren L; Michael, Joseph P; de Koning, Charles B

Riley, Darren L; Michael, Joseph P; de Koning, Charles B.

Afiliación

Riley DL; Department of Chemistry, University of Pretoria, Pretoria 0028, South Africa; Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, Wits 2050, Johannesburg, South Africa.
Michael JP; Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, Wits 2050, Johannesburg, South Africa.
de Koning CB; Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, Wits 2050, Johannesburg, South Africa.

Beilstein J Org Chem ; 12: 2609-2613, 2016.

Article en En | MEDLINE | ID: mdl-28144330

ABSTRACT

ABSTRACT

The syntheses of the naturally occurring indolizidine alkaloid (±)-tashiromine and its unnatural epimer (±)-epitashiromine are demonstrated through the use of enaminone chemistry. The impact of various electron-withdrawing substituents at the C-8 position of the indolizidine core on the preparation of the bicyclic system is described.

Palabras clave

alkaloid; enaminone; epitashiromine; indolizidine; tashiromine

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Beilstein J Org Chem Año: 2016 Tipo del documento: Article País de afiliación: Sudáfrica Pais de publicación: ALEMANHA / ALEMANIA / DE / DEUSTCHLAND / GERMANY

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