Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

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

Synthesis of Enantiomerically Pure (8S,9S,10R,6Z)-Trihydroxyoctadec-6-enoic Acid
Ryosuke Matsubara, Jogula Srinivas, Yoichi Namito, 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.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00376

DOI: 10.1021/acs.joc.7b00376

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