Photo by bermixstudio from unsplash
A biomimetic total syntheses of antibacterial natural products (±)-callistrilones A, B, and D, the first triketone-phloroglucinol-monoterpene hybrids with an unprecedented [1]benzofuro[2,3-a]xanthene and [1]benzofuro[3,2-b]xanthene pentacyclic ring system along with the postulated… Click to show full abstract
A biomimetic total syntheses of antibacterial natural products (±)-callistrilones A, B, and D, the first triketone-phloroglucinol-monoterpene hybrids with an unprecedented [1]benzofuro[2,3-a]xanthene and [1]benzofuro[3,2-b]xanthene pentacyclic ring system along with the postulated biosynthetic intermediate, isolated from the leaves of Callistemon rigidus, were achieved. The total synthesis features highly regio- and diastereoselective catalytic Friedel-Crafts alkylation, palladium-catalyzed Wacker-type oxidative cyclization, Michael addition, and late-stage diastereoselective epoxide formation from the extremely hindered β face as key steps.
Journal Title: Organic letters
Year Published: 2018
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!