title: Stereocontrolled construction of the tricyclic framework of tiglianes and daphnanes by an oxidative dearomatization approach.
abstract: An appropriately functionalized [5-7-6] tricyclic framework of tigliane and daphnane diterpenes containing seven contiguous stereocenters has been prepared in 10 steps from very simple building blocks in a modular and stereocontrolled fashion. The key features of this approach involve an efficient visible light-induced singlet oxygen oxidative dearomatization and an array of substrate-controlled highly diastereoselective transformations. This work provides a model strategy for rapid and diverted synthesis of natural and unnatural molecules sharing the common skeleton.
authors.affiliation: Frontier Institute of Science and Technology (FIST) and Frontier Institute of Chemistry, Xi'an Jiaotong University , Xi'an 710054, P. R. China.
authors.forename: Guanghu
authors.initials: G
authors.lastname: Tong
authors.forename: Zhi
authors.initials: Z
authors.lastname: Liu
authors.forename: Pengfei
authors.initials: P
authors.lastname: Li
mesh_terms: D003500:Cyclization; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D004224:Diterpenes; C011309:mezerein