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Synthesis of Enantiomerically Pure (8S,9S,10R,6Z)‑Trihydroxyoctadec-6-enoic Acid

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journal contribution
posted on 13.04.2017 by Jogula Srinivas, Yoichi Namito, Ryosuke Matsubara, Masahiko Hayashi
We have accomplished the asymmetric synthesis of (8S,9S,10R,6Z)-trihydroxyoctadec-6-enoic acid in optically pure form and determined the absolute configuration of the natural product on the basis of the stereodetermined chiral building block 7, which was prepared by the catalytic enantioselective allylic oxidation of 4,5-epoxycyclohex-1-ene using an S-configured N,N-bidentate ligand–copper catalyst.

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