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Selective cleavage of ester type glycoside-linkages and its application to structure determination of natural oligoglycosides

โœ Scribed by Kazuhiro Ohtani; Kenji Mizutani; Ryoji Kasai; Osamu Tanaka


Book ID
104233852
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
234 KB
Volume
25
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


On treatment with anhydrous LiI, 2,6-lutidine and anhydrous methanol, an ester type glycosyl linkage of acidic tri-and diterpenes was selectively cleaved without decomposition of a reducing terminal of the resulting sugar moiety to give an anomeric mixture of methyl glycosides along with an aglycone or a pro-aglycone in quantitative yield.

In this reaction, no hydrolysis of any other glycoside linkages took place.


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The generation of uncomplexed phenyl sel
โœ Dennis Liotta; William Markiewicz; Hector Santiesteban ๐Ÿ“‚ Article ๐Ÿ“… 1977 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 166 KB

The utility of aryl selenide anions for effecting a wide variety of synthetic transformations is now well-established. 1 In this communication we wish to report a new method for generating a reactive phenyl selenide anion and the application of this anion to the facile, high-yield cleavage of alkyl