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Studies toward the total synthesis of gambieric acids: convergent synthesis of the GHIJ-ring fragment having a side chain
Authors:Koichi TsuboneKeisuke Hashizume  Haruhiko FuwaMakoto Sasaki
Affiliation:Graduate School of Life Sciences, Tohoku University, 2-1-1 Katahira, Aoba-ku, Sendai 980-8577, Japan
Abstract:A stereocontrolled synthesis of the GHIJ-ring fragment having a side chain of gambieric acids, which are potent antifungal polycyclic ether natural products, has been achieved. The synthesis features convergent assembly of the tetracyclic polyether skeleton by using aldol coupling and stereoselective construction of the J-ring side chain by a cerium chloride-promoted Julia-Kocienski reaction.
Keywords:Gambieric acids   Polycyclic ethers   Aldol coupling   Julia-Kocienski reaction
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