کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1389560 | 982894 | 2009 | 5 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Kinetically controlled Ferrier rearrangement of 3-O-mesyl-d-glycal derivatives
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موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
The Ferrier rearrangement, which is widely used in carbohydrate chemistry, is generally performed under acidic conditions to give an α anomer with high stereoselectivity. We have found that 3-O-mesyl-d-glycals 2–4 were smoothly reacted with alcohols in the presence of triethylamine. The present reaction was shown to proceed under kinetic control to give ∼1.3:1.0 mixture of α and β anomers, indicating that a kinetic anomeric effect does not operate.
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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Carbohydrate Research - Volume 344, Issue 4, 10 March 2009, Pages 516–520
Journal: Carbohydrate Research - Volume 344, Issue 4, 10 March 2009, Pages 516–520
نویسندگان
Yuhya Watanabe, Tsubasa Itoh, Tohru Sakakibara,