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Stereoselective Synthesis of α-C-(alkynyl)-glycosides via Ring-opening of α-1,2-Anhydrosugars

✍ Scribed by Michiel A Leeuwenburgh; Cornelis M Timmers; Gijsbert A van der Marel; Jacques H van Boom; Jean-Maurice Mallet; Pierre G Sinaÿ


Book ID
104257731
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
456 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis


Ab.rtraet:Ring-openingof an u-1,2-cpoxidefunctionin sugars with lithium afkynylderivativesin the presenceof zinc chforidepmeecdswith retentionof configurationto afford a-C-(alkynyl)-glycosidesin reasonableyields. @ 1997Elsevier ScienceLtd.


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ChemInform Abstract: Stereoselective Syn
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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. -

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