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 and Bioactivity of Resolvin E2
β 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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π SIMILAR VOLUMES
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
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