title: Enantioselective Synthesis of the ABC-Tricyclic Core of Phomactin A by a γ-Hydroxylation Strategy.
abstract: An enantioselective synthesis of the ABC-tricyclic furanochroman core of phomactin A has been accomplished by a γ-hydroxylation approach. The C ring was established by γ-hydroxylation of an α-enone. The regioselectivity was optimized by using a strong base with an oxophilic cation (t-BuLi) and a bulky oxygen donor (Davis reagent), which afforded the γ-hydroxylation product selectively in 63% yield.
authors: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen University Town, Xili, Shenzhen 518055, China.
authors: Guangyan
authors: G
authors: Du
authors: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen University Town, Xili, Shenzhen 518055, China.
authors: Wenli
authors: W
authors: Bao
authors: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen University Town, Xili, Shenzhen 518055, China.
authors: Junrong
authors: J
authors: Huang
authors: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen University Town, Xili, Shenzhen 518055, China.
authors: Shuangping
authors: S
authors: Huang
authors: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen University Town, Xili, Shenzhen 518055, China.
authors: Hong
authors: H
authors: Yue
authors: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen University Town, Xili, Shenzhen 518055, China.
authors: Wei
authors: W
authors: Yang
authors: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen University Town, Xili, Shenzhen 518055, China.
authors: Lizhi
authors: L
authors: Zhu
authors: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen University Town, Xili, Shenzhen 518055, China.
authors: Zhenhao
authors: Z
authors: Liang
authors: Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen University Town, Xili, Shenzhen 518055, China.
authors: Chi-Sing
authors: CS
authors: Lee
mesh_terms: D001203:Ascomycota / Q000737:chemistry; D002839:Chromans / Q000138:chemical synthesis / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D006900:Hydroxylation; D007202:Indicators and Reagents; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D002839:Chromans; D005663:Furans; D006576:Heterocyclic Compounds, 4 or More Rings; D007202:Indicators and Reagents; C491966:furanochroman; C413206:phomactin A