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Updated: Jan 29, 2026

Gold Nanoparticle Synthesis
Published on: July 10, 2021
Stereocontrolled synthesis of resolvin D1
Masao Morita1, Shangze Wu, Yuichi Kobayashi
1Department of Biotechnology, Tokyo Institute of Technology, B-52, Nagatsuta-cho 4259, Midori-ku, Yokohama 226-8501, Japan. ykobayas@bio.titech.ac.jp.
Abstract:
We studied the synthesis of RvD1, a pro-resolving mediator. The intermediate containing vic-diol and enal functional groups was prepared via the oxidation of the γ,δ-epoxy alcohol followed by the epoxide ring opening in one pot. The C11-aldehyde in the resulting enal was converted to the trans iodo-olefin by reaction with TMSC(N2)Li and subsequent hydrozirconation using in situ generated Cp2Zr(H)Cl followed by iodination. The trans enynyl alcohol was synthesized by the reaction of the TMS-containing epoxy alcohol with lithium TMS-acetylide. Finally, two fragments were joined by the Sonogashira coupling, and the triple bond was reduced to afford RvD1 stereoselectively.
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