title: New facile enantio- and diastereo-selective syntheses of (-)-triptonide and (-)-triptolide.
abstract: A novel formal asymmetric synthesis of (-)-triptonide and (-)-triptolide, featuring a new alternative access to their known key intermediate 4, has been achieved through two synthetic routes in 9 steps with 13.6% total yield and 10 steps with 18.5% overall yield, respectively. This synthesis is scalable and hence has high potential for application to further synthetic elaboration and biologic investigation on such natural products.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, P. R. China. tangyu@lzu.edu.cn liying@lzu.edu.cn.
authors.forename: Hongrui
authors.initials: H
authors.lastname: Zhang
authors.forename: Haifeng
authors.initials: H
authors.lastname: Li
authors.forename: Jijun
authors.initials: J
authors.lastname: Xue
authors.forename: Rui
authors.initials: R
authors.lastname: Chen
authors.forename: Ying
authors.initials: Y
authors.lastname: Li
authors.forename: Yu
authors.initials: Y
authors.lastname: Tang
authors.forename: Chunxin
authors.initials: C
authors.lastname: Li
mesh_terms: D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D004852:Epoxy Compounds / Q000138:chemical synthesis / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D010616:Phenanthrenes / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D004224:Diterpenes; D004852:Epoxy Compounds; D010616:Phenanthrenes; D014315:Triterpenes; C001899:triptolide; C084079:triptonide