title: TMSI-promoted vinylogous Michael addition of siloxyfuran to 2-substituted chromones: a general approach for the total synthesis of chromanone lactone natural products.
abstract: A concise and facile synthetic protocol for the construction of the 2-γ-lactone chromanone skeleton has been achieved through a TMSI-promoted diastereoselective vinylogous Michael addition of siloxyfuran to 2-substituted chromones. The applicability of this method is demonstrated through the rapid access to the total syntheses of (±)-microdiplodiasone, (±)-lachnone C, and (±)-gonytolides C and G.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University , 222 Tianshui South Road, Lanzhou 730000, People's Republic of China.
authors.forename: Jie
authors.initials: J
authors.lastname: Liu
authors.forename: Zhanchao
authors.initials: Z
authors.lastname: Li
authors.forename: Pei
authors.initials: P
authors.lastname: Tong
authors.forename: Zhixiang
authors.initials: Z
authors.lastname: Xie
authors.forename: Yuan
authors.initials: Y
authors.lastname: Zhang
authors.forename: Ying
authors.initials: Y
authors.lastname: Li
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002867:Chromones / Q000138:chemical synthesis* / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001688:Biological Products; D002867:Chromones; D007783:Lactones; C478926:diplodialide A; C000600210:gonytolide C; C000600211:gonytolide G; C570503:lachnone C