A symmetry-based concise formal synthesis of platencin, a novel lead against "superbugs".
Quick access: A concise and efficient formal synthesis of platencin has been accomplished in nine steps from a commercially available starting material. The synthesis utilized only one protecting group. The base-catalyzed Michael cyclization of precursor 1 afforded the key diketone 2, which was converted into the desired core structure 4 via the radical intermediate 3.
Ghosh
Arun K
AK
Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907, USA. akghosh@purdue.edu
Xi
Kai
K
D000627:Aminophenols / Q000138:chemical synthesis*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D003500:Cyclization; D007659:Ketones / Q000737:chemistry; D011083:Polycyclic Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry*
D000627:Aminophenols; D000900:Anti-Bacterial Agents; D007659:Ketones; D011083:Polycyclic Compounds; C520340:platencin