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 4′-modified neplanocin A analogues
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Radical-mediated stannylation of vinyl sulfones: access to novel 4′-modified neplanocin A analogues
چکیده انگلیسی

Synthesis of 4′-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 4′-stannyl group remained intact. The title compounds were prepared by using 21 or the 4′-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
نویسندگان
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