title: Bioinspired Total Syntheses of Isospongian-type Diterpenoids (-)-Kravanhins A and C.
abstract: The first bioinspired total syntheses of (-) kravanhins A and C were accomplished from a labdane diterpenoid derivative. The key reactions involve a photooxidation and a one-pot sequential aldol cyclization and lactonization, which provide a new plausible biosynthetic pathway for the kravanhins and other symbiotic members.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China.
authors.forename: Zhuliang
authors.initials: Z
authors.lastname: Zhong
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China.
authors.forename: Gaoyuan
authors.initials: G
authors.lastname: Zhao
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China.
authors.forename: Dengyu
authors.initials: D
authors.lastname: Xu
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China.
authors.forename: Baobiao
authors.initials: B
authors.lastname: Dong
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China.
authors.forename: Dengpeng
authors.initials: D
authors.lastname: Song
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China.
authors.forename: Xingang
authors.initials: X
authors.lastname: Xie
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China. shexg@lzu.edu.cn.|Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, 300071, P. R. China. shexg@lzu.edu.cn.
authors.forename: Xuegong
authors.initials: X
authors.lastname: She
mesh_terms: D003500:Cyclization; D004224:Diterpenes / Q000138:chemical synthesis*; D007783:Lactones / Q000138:chemical synthesis; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D004224:Diterpenes; D007783:Lactones; C580651:kravanhin A; C580649:kravanhin C
keywords: biosynthesis; natural products; one-pot reactions; terpenoids; total synthesis