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ChemInform Abstract: Stereoselective Synthesis of α-C-(Alkynyl)-glycosides via Ring- Opening of α-1,2-Anhydrosugars.
✍ Scribed by M. A. LEEUWENBURGH; C. M. TIMMERS; G. A. VAN DER MAREL; J. H. VAN BOOM; J.-M. MALLET; P. G. SINAY
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 33 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Stereoselective Synthesis of α-C-(Alkynyl)-glycosides via Ring-Opening of α-1,2-Anhydrosugars.
-In the presence of ZnCl2 the α-1,2-epoxide function in sugars is selectively ring-opened by lithium alkynyl derivatives to form α -glycosides with retention of configuration. -
📜 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,