Document type
Book chapters
Title
Glycal Transformation into Surfactant 2-Deoxy Glycosides
Participants in the publication
C. Dias (Author)
A. P. Rauter (Author)
Dep. Química e Bioquímica
CQB
Summary
Acid-catalysed addition of an alcohol to an acetylated glycal (sugar enol ether with a double bond between C1 and C2) for the synthesis of an alkyl 2-deoxyhexopyranoside, purified by column chromatography; Zemplén deprotection by transesterification affords the unprotected target glycoside
Editor(s)
Carlos A M Afonso, Nuno R Candeias, Dulce Pereira Simão, Alexandre F Trindade, Jaime A S Coelho, Bin Tan, Robert Franzén
Institution
FACULDADE DE CIÊNCIAS DA UNIVERSIDADE DE LISBOA
Where published
Comprehensive Organic Chemistry Experiments for the Laboratory Classroom
Publication Identifiers
ISBN - 9781849739634
Publisher
Royal Society of Chemistry
Edition
1st
Volume
1
Number
chapter 4.1.1.9
Number of pages
5
Starting page
247
Last page
251
Keywords
oxycarbenium ion
NMR
Ferrier rearrangement
2-deoxyglycoside
column chromatography
Brønsted catalysis
Anomeric effect
stereoselectivity
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