✦ LIBER ✦
Efficient High-Yielding Syntheses and NMR Spectroscopic Studies of Some Fluorodeoxy Sugars
✍ Scribed by Latif, Farzana ;Malik, Abdul ;Voelter, Wolfgang
- Publisher
- John Wiley and Sons
- Year
- 1987
- Tongue
- English
- Weight
- 383 KB
- Volume
- 1987
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Displacement of the t d y l group by fluoride ion in beozyl 2,3-anhydro4O-(rrifluorornethylsulfonyl)pyranosidcs 1 -3 leads with stcrcochernical inversion to the 4fIuoro4deoxy sugars 4-6, providing a general method Tor !be introduction of fluorine ill the neighborhood of an oxirane ring inlo anhydro sugars. This procedure is mild, high yielding. and does not experience difficulties which sometimes w e encountcred in nucleophilic fluoride displacements in carbohydrate systems. Detailed 'H-, IT-, and "C-NMR studics of 4 -6 providcd strong cvidence for OHJ confnrruations.