☆ 4.7 Article

Synthesis of the Louisianin Alkaloid Family via a 1,2,4-Triazine Inverse-Electron-Demand Diels-Alder Approach

JOURNAL OF ORGANIC CHEMISTRY (2009)

期刊

JOURNAL OF ORGANIC CHEMISTRY

卷 74, 期 21, 页码 8343-8354

出版社

AMER CHEMICAL SOC

DOI: 10.1021/jo901761r

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Chemistry, Organic

资金

ESPRC
Elsevier Science
Fond Special de Recherche
Universite Catholique de Louvain

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摘要

Isolated in 1995, the four members of the louisianin family (A, B, C and D) are simple pyridine and 2-pyridone alkaloids that display both antibacterial and anticancer activity. Herein we describe the synthesis of all four members of the louisianin family, from I conveniently prepared 1,2,4-triazine and via I common tetrasubstituted pyridine intermediate. This study includes the synthesis of louisianin B in both racemic form and is the (-)-enantiomer.

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