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Stereocontrolled synthesis of the IJK ring segment of yessotoxin
Authors:Isao Kadota  Takashi Abe  Chizuko Kabuto
Affiliation:a Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan
b Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan
Abstract:A stereocontrolled synthesis of the IJK ring segment of yessotoxin is described. Cyclization of 11 mediated by SmI2 gave the IJ ring system 12 as the sole product. Construction of the K ring moiety was performed by the acid catalyzed cyclization of epoxy alcohol 20 to afford the IJK ring segment in a highly stereocontrolled manner.
Keywords:Yessotoxin   Polycyclic ethers   Cyclization
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