title: Three rings in one step: a quick approach to IKD-8344.
abstract: A highly efficient enantioselective total synthesis of the natural antibiotic IKD-8344 is achieved through a convergent route. This route features an otherwise impossible concurrent formation of the THF rings from a linear polyketide precursor through intramolecular O alkylations of mesylates in competition with normally rather facile β elimination and/or α racemization reactions (see scheme, Ms=methanesulfonyl).
authors.affiliation: State Key Laboratory of Bioorganic and Natural Products, Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, China.
authors.forename: Yang
authors.initials: Y
authors.lastname: Zou
authors.forename: Yikang
authors.initials: Y
authors.lastname: Wu
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry; D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
chemical_list: D000900:Anti-Bacterial Agents; D000935:Antifungal Agents; D005663:Furans; C413767:IKD 8344