title: Total syntheses of drimane-type sesquiterpenoids enabled by a gold-catalyzed tandem reaction.
abstract: Development of a gold-catalyzed tandem reaction of 1,7-diynes with both internal and external nucleophiles was realized, which constructed five chemical bonds, two rings, and two stereogenic centers in a single step. Based on the novel cascade transformation, we achieved a unified strategy toward the stereoselective total syntheses of C-15 oxygenated drimane-type sesquiterpenoids and their analogues, which provided the natural products kuehneromycin A, antrocin, anhydromarasmone, and marasmene as a proof-of-concept study.
authors.affiliation: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, China.
authors.forename: Hang
authors.initials: H
authors.lastname: Shi
authors.forename: Lichao
authors.initials: L
authors.lastname: Fang
authors.forename: Ceheng
authors.initials: C
authors.lastname: Tan
authors.forename: Lili
authors.initials: L
authors.lastname: Shi
authors.forename: Weibin
authors.initials: W
authors.lastname: Zhang
authors.forename: Chuang-chuang
authors.initials: CC
authors.lastname: Li
authors.forename: Tuoping
authors.initials: T
authors.lastname: Luo
authors.forename: Zhen
authors.initials: Z
authors.lastname: Yang
mesh_terms: D001688:Biological Products; D002384:Catalysis; D006046:Gold / Q000737:chemistry*; D015394:Molecular Structure; D050607:Organogold Compounds / Q000737:chemistry*; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001688:Biological Products; D050607:Organogold Compounds; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; C437376:drimane; D006046:Gold