title: Enantioselective Total Synthesis of (-)-Incarviatone A.
abstract: We report herein the first total synthesis of (-)-incarviatone A (1) in 14 steps starting from commercially available inexpensive phenylacetic acid (9). Our early stage synthesis relies on the scalable and sequential C-H functionalization to rapidly assemble the indanyl dialdehyde framework. Further biomimetic cascade strategy allows us to obtain the natural product in a one-pot operation. We also conduct detailed mechanistic studies and disclose all the possible intermediates and isomers formed during the biomimetic cascade process.
authors.affiliation: Beijing National Laboratory for Molecular Sciences, Department of Chemical Biology, College of Chemistry and Molecular Engineering, Synthetic and Functional Biomolecules Center, and Peking-Tsinghua Center for Life Sciences, Peking University , Beijing 100871, China.|School of Pharmaceutical Science and Technology, Tianjin University , Tianjin 300072, China.
authors.forename: Benke
authors.initials: B
authors.lastname: Hong
authors.affiliation: Beijing National Laboratory for Molecular Sciences, Department of Chemical Biology, College of Chemistry and Molecular Engineering, Synthetic and Functional Biomolecules Center, and Peking-Tsinghua Center for Life Sciences, Peking University , Beijing 100871, China.
authors.forename: Chao
authors.initials: C
authors.lastname: Li
authors.affiliation: National Institute of Biological Sciences (NIBS) , Beijing 102206, China.
authors.forename: Zhen
authors.initials: Z
authors.lastname: Wang
authors.affiliation: School of Pharmaceutical Science and Technology, Tianjin University , Tianjin 300072, China.
authors.forename: Jie
authors.initials: J
authors.lastname: Chen
authors.affiliation: National Institute of Biological Sciences (NIBS) , Beijing 102206, China.
authors.forename: Houhua
authors.initials: H
authors.lastname: Li
authors.affiliation: Beijing National Laboratory for Molecular Sciences, Department of Chemical Biology, College of Chemistry and Molecular Engineering, Synthetic and Functional Biomolecules Center, and Peking-Tsinghua Center for Life Sciences, Peking University , Beijing 100871, China.|National Institute of Biological Sciences (NIBS) , Beijing 102206, China.
authors.forename: Xiaoguang
authors.initials: X
authors.lastname: Lei
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001688:Biological Products; D006576:Heterocyclic Compounds, 4 or More Rings; C000608530:incarviatone A