ISSN:
0170-2041
Keywords:
Azides
;
Disaccharides
;
Carbohydrates
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Synthesis of the Anomers of Hepta-O-acetylcellobiosyl, -lactosyl, -maltosyl, and -melibiosyl AzideSynthesis and characterization by 13C-NMR spectroscopy of the O-acetylated 1,2-cis and 1,2-trans azides of cellobiose, lactose, maltose, and melibiose have been accomplished. 1,2-trans Azides 1c, 2b-4b result from the stannic chloride catalyzed reaction of the β-octa-O-acetates 1a-4a with trimethylsilyl azide, whereas the β-chlorohepta-O-acetyldisaccharides 1d, 2c-4c afford, in an SN2 reaction in HMPT with lithium azide, the hitherto inaccessible 1,2-cis azides 1e, 2d-4d.
Additional Material:
4 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199119910192
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