jo7b00376_si_001.pdf (5.58 MB)
Synthesis of Enantiomerically Pure (8S,9S,10R,6Z)‑Trihydroxyoctadec-6-enoic Acid
journal contribution
posted on 2017-04-13, 00:00 authored by Jogula Srinivas, Yoichi Namito, Ryosuke Matsubara, Masahiko HayashiWe 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.