Stereoselective Total Synthesis of Natural Decanolides Bellidisin C and Pinolidoxin
Jingjing Bi,
Minhao Chen,
Pengpeng Nie,
Yuanfang Liu,
Jun Liu,
Yuguo Du
Affiliations
Jingjing Bi
School of Pharmacy, Xinyang Agriculture and Forestry University, Xinyang 464000, China
Minhao Chen
State Key Laboratory of Environmental Chemistry and Eco-Toxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China
Pengpeng Nie
State Key Laboratory of Environmental Chemistry and Eco-Toxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China
Yuanfang Liu
State Key Laboratory of Environmental Chemistry and Eco-Toxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China
Jun Liu
State Key Laboratory of Environmental Chemistry and Eco-Toxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China
Yuguo Du
State Key Laboratory of Environmental Chemistry and Eco-Toxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China
A divergent total synthesis of bioactive, naturally occurring decanolides, pinolidoxin and bellidisin C, was accomplished by taking advantage of chiral templates L-ribose and L-malic acid. In particular, bellidisin C, which is the first total synthesis so far, was achieved through a cascade reaction of reductive elimination and nucleophilic addition in a one-pot process and a sodium–alkoxide-promoted intramolecular lactonization as the key steps.
