Abstract
Three become one: The title compound can be prepared in 26 steps by employing a unified Prins cyclization strategy to construct both tetrahydropyran rings (see scheme). The route combines two similar dioxinone fragments and one aldehyde component to generate the core structure. (-)-Exiguolide selectively inhibits the growth of A549 cancer cells at low concentrations; the triene side chain and the Z-enoate geometry are both necessary for this cytotoxicity.
Original language | English (US) |
---|---|
Pages (from-to) | 9112-9115 |
Number of pages | 4 |
Journal | Angewandte Chemie - International Edition |
Volume | 50 |
Issue number | 39 |
DOIs | |
State | Published - Sep 19 2011 |
Keywords
- Prins cyclization
- antitumor agents
- biological activity
- dioxinones
- total synthesis
ASJC Scopus subject areas
- General Chemistry
- Catalysis