4.8 Article

Synthesis of a Potent Antimalarial Amphilectene

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 48, Pages 19604-19606

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja310129b

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Funding

  1. ADI grant from TSRI

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7-Isocyano-11(20),14-epiamphilectadiene, the most potent of antimalarial amphilectenes, is synthesized in seven steps from readily available materials. The synthesis is enabled by a new dendrimeric triene (Danishefsky [3]-dendralene) and a new method for stereo- and chemoselective isocyanation. This chemistry provides a useful entry into an underexplored yet promising family of antimalarial terpenoids.

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