Search: id:"swepub:oai:prod.swepub.kib.ki.se:140307367" >
Stereoselective Syn...
Stereoselective Synthesis of Maresin-like Lipid Mediators
-
Hong, S (author)
-
Lu, Y (author)
-
Morita, M (author)
-
show more...
-
Saito, S (author)
-
Kobayashi, Y (author)
-
Jun, B (author)
-
- Bazan, NG (author)
- Karolinska Institutet
-
Xu, XM (author)
-
Wang, YP (author)
-
show less...
-
(creator_code:org_t)
- 2019-01-14
- 2019
- English.
-
In: Synlett : accounts and rapid communications in synthetic organic chemistry. - : Georg Thieme Verlag KG. - 0936-5214. ; 30:3, s. 343-347
- Related links:
-
https://europepmc.or...
-
show more...
-
http://kipublication...
-
https://doi.org/10.1...
-
show less...
Abstract
Subject headings
Close
- 14S,22-Dihydroxy-docosa-4Z,7Z,10Z,12E,16Z,19Z-hexaenoic acid (maresin-L1) and 14R,22-dihydroxy-docosa-4Z,7Z,10Z, 12E,16Z,19Z-hexaenoic acid (maresin-L2) were chemically synthesized. They were identical to activated macrophage-produced counterparts and their total synthesis was highly stereoselective, as revealed by chiral LC-UV-MS/MS analysis. The synthesis involved the following steps: (1) kinetic resolution of a racemic allylic alcohol by the asymmetric epoxidation; (2) transformation of the epoxy alcohol to γ-hydroxyenal derivative; and (3) the Wittig reaction to furnish the Z-olefin.
Publication and Content Type
- ref (subject category)
- art (subject category)
Find in a library
To the university's database