title: Short total synthesis of (+)-madindolines A and B.
abstract: [reaction: see text] A short and efficient total synthesis of (+)-madindolines A (1) and B (2), potent and selective inhibitors of interleukin 6, has been achieved. The synthesis features a key chelation-controlled 1,4-diastereoselective acylation to generate the quaternary carbon and an intramolecular acylation of allylsilane to build up the cyclopentene unit.
authors.affiliation: The Kitasato Institute and School of Pharmaceutical Sciences, Kitasato University, and CREST, The Japan Science and Technology Corporation (JST), Minato-ku, Tokyo 108-8642, Japan.
authors.forename: Tomoyasu
authors.initials: T
authors.lastname: Hirose
authors.forename: Toshiaki
authors.initials: T
authors.lastname: Sunazuka
authors.forename: Tatsuya
authors.initials: T
authors.lastname: Shirahata
authors.forename: Daisuke
authors.initials: D
authors.lastname: Yamamoto
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Harigaya
authors.forename: Isao
authors.initials: I
authors.lastname: Kuwajima
authors.forename: Satoshi
authors.initials: S
authors.lastname: Omura
mesh_terms: D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis*; D003500:Cyclization; D007202:Indicators and Reagents; D007211:Indoles / Q000138:chemical synthesis*; D008958:Models, Molecular; D013237:Stereoisomerism; D000093242:Interleukin-6 Inhibitors
chemical_list: D019086:Bridged Bicyclo Compounds, Heterocyclic; D007202:Indicators and Reagents; D007211:Indoles; D000093242:Interleukin-6 Inhibitors; C103158:madindoline A