Synthesis of Resolvins and Derivatives
Synthesis of Resolvin D6 and the Silyl Ether of the Resolvin E2 Methyl Ester via trans-Enynyl Alcohols: M. Morita, S. Tanabe, T. Arai, Y. Kobayashi
Synlett 2019, DOI: 10.1055/s-0037-1611826
Resolvins are anti-inflammatory hydroxy metabolites of eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA). However, their availability from natural sources is minimal and the organic synthesis of these compounds had to be developed to have access to amounts sufficient for conducting biological tests. Recently, the group of Professor Yuichi Kobayashi from the Tokyo Institute of Technology (Japan) reported a novel stereocontrolled synthetic approach to two resolvins and some of their derivatives.
Professor Kobayashi said: “The structures of resolvins D6 and E2 were constructed stereoselectively by using the newly developed Hudrlik–Peterson-type reaction of γ-silylepoxy alcohol, the coupling with 1,4-dihalo-2-butyne derivative, and semi-hydrogenation.”
