کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5222662 | 1383461 | 2009 | 7 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Radical-mediated stannylation of vinyl sulfones: access to novel 4â²-modified neplanocin A analogues
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
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چکیده انگلیسی
Synthesis of 4â²-substituted (halogeno, phenyl, ethynyl, and cyano) neplanocin A analogues was carried out. A cyclopentenol derivative having a vinylstannane structure was designed as key-intermediate in this study, which was prepared based on radical-mediated sulfur-extrusive stannylation. The resulting stannylated cyclopentenol 15 was successfully condensed with 6-chloropurine through the Mitsunobu reaction, leading to the carbocyclic nucleoside 20. Compound 20 was converted to its adenine counterpart 21 by treatment with NH3/MeOH, during which the 4â²-stannyl group remained intact. The title compounds were prepared by using 21 or the 4â²-iodo derivative (22) mostly through the Stille reaction.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 65, Issue 38, 19 September 2009, Pages 8007-8013
Journal: Tetrahedron - Volume 65, Issue 38, 19 September 2009, Pages 8007-8013
نویسندگان
Hiroki Kumamoto, Kazuki Deguchi, Tadashi Wagata, Yuu Furuya, Yuki Odanaka, Yukio Kitade, Hiromichi Tanaka,