title: Total Synthesis of (±)-Gracilioether F.
abstract: Total synthesis of (±)-gracilioether F was achieved via a pivotal reductive cleavage of 1,2-dioxane from allenic ester in 11 steps. The key 1,2-dioxane species, derived from singlet oxygen and a diene, could be used as a common precursor for a stereocontrolled formation of the crucial 1,4-diol through a reductive cleavage.
authors.affiliation: Department of Chemistry, and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong , Shatin, New Territories, Hong Kong SAR, China.
authors.forename: Xin-Yue
authors.initials: XY
authors.lastname: Shen
authors.affiliation: Department of Chemistry, and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong , Shatin, New Territories, Hong Kong SAR, China.|Shenzhen Municipal Key Laboratory of Chemical Synthesis of Medicinal Organic Molecules, Shenzhen Research Institute, The Chinese University of Hong Kong , No. 10, Second Yuexing Road, Shenzhen 518507, China.
authors.forename: Xiao-Shui
authors.initials: XS
authors.lastname: Peng
authors.affiliation: Department of Chemistry, and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong , Shatin, New Territories, Hong Kong SAR, China.|Shenzhen Municipal Key Laboratory of Chemical Synthesis of Medicinal Organic Molecules, Shenzhen Research Institute, The Chinese University of Hong Kong , No. 10, Second Yuexing Road, Shenzhen 518507, China.
authors.forename: Henry N C
authors.initials: HN
authors.lastname: Wong
mesh_terms: D000818:Animals; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D047229:Plakortis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D006575:Heterocyclic Compounds, 3-Ring; C000600615:gracilioether F