Volume 94 Issue 32 | p. 9 | Concentrates
Issue Date: August 8, 2016

An enantioselective synthesis of (+)-psiguadial B

Synthetic challenges within the cytotoxic molecule include a complex ring system
Department: Science & Technology
News Channels: JACS In C&EN, Organic SCENE
Keywords: natural products, psiguadial B, synthesis

The leaves of the common guava plant Psidium guajava have long been used as an herbal remedy. Natural products extracted from these leaves include (+)-psiguadial B, which is toxic to liver cancer cells. (+)-Psiguadial B possesses the kind of structure that makes synthetic chemists swoon. It’s loaded with strained rings and stereocenters—perfect for trying out some new chemistry. Caltech chemists led by Sarah E. Reisman now report the first enantioselective total . . .

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