A new method for alpha-selective glycosylation using a donor, glycosyl methyldiphenylphosphonium iodide, without any assistance of acid promoters

A mild and highly alpha-selective glycosylation of several glycosyl acceptors was performed with an in situ formed glycosyl donor, benzyl-protected glycosyl methyldiphenylphosphonium iodide, to afford the corresponding alpha-disaccharides in high yields in CH2Cl2 at room temperature without any assi...

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Bibliographic Details
Published inChemistry letters Vol. 32; no. 10; pp. 900 - 901
Main Authors Mukaiyama, T, Kobashi, Y, Shintou, T
Format Journal Article
LanguageEnglish
Published TOKYO Chemical Soc Japan 2003
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
GLYCOPYRANOSYL DIETHYL PHOSPHITES
EXTREMELY MILD
O-GLYCOSYLATION
LINKAGES
RECENT PROGRESS
STEREOCONTROLLED CONSTRUCTION
FLUORIDES
CARBOXYLIC-ACIDS
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Summary:A mild and highly alpha-selective glycosylation of several glycosyl acceptors was performed with an in situ formed glycosyl donor, benzyl-protected glycosyl methyldiphenylphosphonium iodide, to afford the corresponding alpha-disaccharides in high yields in CH2Cl2 at room temperature without any assistance of acid promoters.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2003.900