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Total Synthesis and Bioactivity of Resolvin E2

✍ Scribed by Ogawa, Seiji; Urabe, Daisuke; Yokokura, Yoshiyuki; Arai, Hiroyuki; Arita, Makoto; Inoue, Masayuki


Book ID
111896715
Publisher
American Chemical Society
Year
2009
Tongue
English
Weight
539 KB
Volume
11
Category
Article
ISSN
1523-7060

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Total synthesis of resolvin E2
✍ Yusuke Kosaki; Narihito Ogawa; Yuichi Kobayashi πŸ“‚ Article πŸ“… 2010 πŸ› Elsevier Science 🌐 French βš– 589 KB

Resolvin E2 (2) was synthesized stereoselectively using the C1-8 and C15-20 aldehydes 6 and 9, which were connected to the C9-14 fragment by using Wittig reactions. The aldehyde 6 was prepared from the c-silyl alcohol (S)-20 by a sequence of reactions involving ozonolysis, oxidation with NaIO 4 , an

Total synthesis of resolvin E1
✍ Narihito Ogawa; Yuichi Kobayashi πŸ“‚ Article πŸ“… 2009 πŸ› Elsevier Science 🌐 French βš– 489 KB

Resolvin E1 (RvE1), which is an endogenous mediator to resolve inflammation, was synthesized by Wittig reaction between the C15-C20 aldehyde and the C10-C14 phosphonium salt possessing the vinyl iodo moiety followed by Suzuki-Miyaura coupling of the resulting vinyl iodide with the vinyl borane of th

Total synthesis of Resolvin E1
✍ Melissa Allard; Keith Barnes; Xuemei Chen; Yiu-Yin Cheung; Bryan Duffy; Charles πŸ“‚ Article πŸ“… 2011 πŸ› Elsevier Science 🌐 French βš– 449 KB

The enantioselective total synthesis of Resolvin E1 (RvE1), a naturally occurring small molecule mediator of inflammation resolution, is reported. Two routes are presented, both modular and convergent in nature, with an excellent control of all stereocenters. The C12-and C18-hydroxy groups are deriv