title: Total synthesis of clavilactone B: a radical cyclization-fragmentation strategy.
abstract: A new synthetic route to clavilactone B, a naturally occurring inhibitor of epidermal growth factor receptor (EGFR) tyrosine kinase, is disclosed. The route features a sequential samarium-mediated radical cyclization-fragmentation of an indanone derivative, which provides rapid access to a 10-membered carbocyclic motif fused to an aromatic ring.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University , 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan.
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Suizu
authors.forename: Daisuke
authors.initials: D
authors.lastname: Shigeoka
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Aoyama
authors.forename: Takehiko
authors.initials: T
authors.lastname: Yoshimitsu
mesh_terms: D018360:Crystallography, X-Ray; D003500:Cyclization; D066246:ErbB Receptors / Q000037:antagonists & inhibitors*; D007454:Iodides / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D012493:Samarium / Q000737:chemistry
chemical_list: D007454:Iodides; D007783:Lactones; C522714:clavilactone B; D012493:Samarium; D066246:ErbB Receptors; C409809:samarium diiodide