ChemInform Abstract: Stereoselective Synthesis of 2-Deoxy-α-D-arabino-hexopyranosides of Triterpenic Alcohols.
✍ Scribed by L. A. BALTINA; O. B. FLEKHTER; E. V. VASIL'EVA; G. A. TOLSTIKOV
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 30 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Stereoselective Synthesis of 2-Deoxy-α-D-arabino-hexopyranosides of Triterpenic Alcohols.
-The stereoselective glycosylation of triterpenic alcohols (cf. (II)) by glycal (I) is achieved in the presence of NIS as promotor. Deiodination by catalytic hydrogenation of the obtained glycosides (cf. (III)) and subsequent deacetylation gives the corresponding 2-deoxy-hexopyranosides of glycyrrhetic acid (cf. (V)).
📜 SIMILAR VOLUMES
Highly Stereoselective Synthesis of 2-Deoxy-α-glycosides and α-Disaccharides. -Using S-(2-deoxyglycosyl)phosphorodithioates such as (I) as glycosyl donors allows a highly diastereoselective synthesis of 2-deoxyα-glycosides [cf. (III)] and α-disaccharides such as (V). -(BIELAWSKA,