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ChemInform Abstract: 2-Deoxy-2-iodo-α-mannopyranosyl and -talopyranosyl Acetates: Highly Stereoselective Glycosyl Donors for the Synthesis of 2-Deoxy-α-glycosides.

✍ Scribed by William R. Roush; Sridhar Narayan

Publisher
John Wiley and Sons
Year
2010
Weight
38 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

1999 carbohydrates carbohydrates U 0500 47 -218 2-Deoxy-2-iodo-α-mannopyranosyl and -talopyranosyl Acetates: Highly Stereoselective Glycosyl Donors for the Synthesis of 2-Deoxyα-glycosides.

-Reactions of the title compounds with various glycosyl acceptors in the presence of TmsOTf are found to yield exclusively the corresponding α-glycosides. For the deactivated glycosyl donor (XII) replacement of TmsOTf by TbsOTf is required in order to avoid formation of trisaccharides due to silyl group exchange reactions. -(ROUSH,

📜 SIMILAR VOLUMES

ChemInform Abstract: Highly Stereoselect
ChemInform Abstract: Highly Stereoselective Synthesis of 2-Deoxy-α-glycosides and α-Disaccharides.
✍ 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,