کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1390773 | 983142 | 2007 | 13 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
New and general synthesis of β-C-glycosylformaldehydes from easily available β-C-glycosylpropanones
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موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
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چکیده انگلیسی
A highly effective method for the introduction of a formyl group at the anomeric position of pyranosides was developed via enolisation of β-C-d-glycopyranosylpropan-2-one using thermodynamic conditions then oxidative cleavage of the more substituted double bond. This sequence affords the desired aldehydes that are conveniently protected as aminals for purification and storage and easily regenerated using Dowex resin H+. In this paper, the syntheses of nine differently protected aldehydes derived from d-glucose, d-galactose, lactose and N-acetyl-d-glucosamine are presented. Our strategy proved to be very efficient in most cases excepted in the d-mannose series.
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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Carbohydrate Research - Volume 342, Issue 18, 28 December 2007, Pages 2716–2728
Journal: Carbohydrate Research - Volume 342, Issue 18, 28 December 2007, Pages 2716–2728
نویسندگان
Stéphanie Norsikian, Jennifer Zeitouni, Stéphanie Rat, Sylvie Gérard, André Lubineau,