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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)).


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ChemInform Abstract: Highly Stereoselect
✍ Halszka Bielawska; Maria Michalska 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 1 views

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,