Sanceau, Jean-Yves; Maltais, Rene; Poirier, Donald; Marette, Andre published an article on January 18 ,2019. The article was titled 《Total Synthesis of the Antidiabetic (Type 2) Lipid Mediator Protectin DX/PDX》, and you may find the article in Journal of Organic Chemistry.Electric Literature of C3H6O2 The information in the text is summarized as follows:
The first total synthesis of a lipid mediator derived from natural ω-3-fatty acid docosahexaenoic acid (DHA), 10S,17S-diHDHA (also referred to as protectin DX/PDX), was achieved in a convergent route (29 steps). The two chiral hydroxyl groups at C-10 and C-17 were derived from readily available (S)-1,2,4-butanetriol and (R)-glycidol, resp. The two stereodefined E-double bonds were generated by a Takai olefination, and the skipped diene side chain was introduced with a stereocontrolled Wittig olefination. Importantly, the sensitive conjugated E,Z,E-triene intermediate was generated by a Boland reduction of the central triple bond of a E,E-dienyne. Overall, this synthetic strategy should allow the preparation of a larger quantity of PDX, which is inaccessible via previously reported biosynthetic approaches.(R)-Oxiran-2-ylmethanol(cas: 57044-25-4Electric Literature of C3H6O2) was used in this study.
(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Electric Literature of C3H6O2
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