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

Ring-opening of an α-1,2-epoxide function in sugars with lithium alkynyl derivatives in the presence of zinc chloride proceeds with retention of configuration to afford α-C-(alkynyl)-glycosides in reasonable yields. © 1997 Elsevier Science Ltd.

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Bibliographic Details
Published inTetrahedron letters Vol. 38; no. 35; pp. 6251 - 6254
Main Authors Leeuwenburgh, Michiel A, Timmers, Cornelis M, van der Marel, Gijsbert A, van Boom, Jacques H, Mallet, Jean-Maurice, Sinaÿ, Pierre G
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 01.09.1997
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:Ring-opening of an α-1,2-epoxide function in sugars with lithium alkynyl derivatives in the presence of zinc chloride proceeds with retention of configuration to afford α-C-(alkynyl)-glycosides in reasonable yields. © 1997 Elsevier Science Ltd.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(97)01381-6