Selective cleavage of ester type glycoside-linkages and its application to structure determination of natural oligoglycosides
โ 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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โฆ 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.
๐ SIMILAR VOLUMES
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