کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5212500 1383119 2017 15 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Stereoselective addition of Grignard reagents to (2-methyl-5-tert-butyl)phenyl 1-thio-β-D-ribopentodialdo-1,4-furanoside derivative
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Stereoselective addition of Grignard reagents to (2-methyl-5-tert-butyl)phenyl 1-thio-β-D-ribopentodialdo-1,4-furanoside derivative
چکیده انگلیسی

Addition of a wide range of Grignard reagents to acetone protected (2-methyl-5-tert-butyl)phenyl 1-thio-β-D-ribopentodialdo-1,4-furanoside 3b produced useful 5(R)C-substituted products with moderate to good yields, and moderate to perfect stereoselectivities, with no need of additives. n.O.e. Analysis of 3b showed that 1-S-aryl group could contribute to the stereoselectivity of addition reaction. The stereochemistry of 4 representative 5-C-substituted ribofuranoside products was further confirmed by NMR study of corresponding Mosher esters, by chemical derivatization, or by single crystal study.

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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 73, Issue 16, 20 April 2017, Pages 2290–2304