کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5270037 | 1385406 | 2011 | 4 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Total synthesis of Resolvin E1
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
![عکس صفحه اول مقاله: Total synthesis of Resolvin E1 Total synthesis of Resolvin E1](/preview/png/5270037.png)
چکیده انگلیسی
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 derived from (S)-glycidol while the C5-hydroxy group is installed via enantioselective reduction of a ketone precursor. Both the cis-alkenes are introduced with excellent control by the reduction of a late-stage bis-alkyne intermediate. The synthetic disconnections are very amenable to analog preparation, and further modifications to the chemistry have allowed for scale-up and First in Man testing of this novel pro-resolution molecule.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 52, Issue 21, 25 May 2011, Pages 2623-2626
Journal: Tetrahedron Letters - Volume 52, Issue 21, 25 May 2011, Pages 2623-2626
نویسندگان
Melissa Allard, Keith Barnes, Xuemei Chen, Yiu-Yin Cheung, Bryan Duffy, Charles Heap, John Inthavongsay, Matthew Johnson, Ravi Krishnamoorthy, Chris Manley, Stephan Steffke, Deepu Varughese, Ruifang Wang, Yi Wang, C.E. Schwartz,