Abstract
A concise approach to the tetrahydroxanthone natural products employing vinylogous addition of siloxyfurans to benzopyryliums and a late-stage Dieckmann cyclization has been developed. With this methodology, chiral, racemic forms of the natural products blennolides B and blennolide C have been synthesized in a maximum of four steps from a 5-hydroxychromone substrate. The regio- and diastereoselectivity of the vinylogous additions was probed using computational studies, which suggested the involvement of Diels-Alder-like transition states.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 1714-1717 |
| Number of pages | 4 |
| Journal | Journal of the American Chemical Society |
| Volume | 133 |
| Issue number | 6 |
| DOIs | |
| State | Published - Feb 16 2011 |
| Externally published | Yes |
ASJC Scopus subject areas
- Catalysis
- General Chemistry
- Biochemistry
- Colloid and Surface Chemistry