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Stereoselective synthesis of 1,1-dialkyl-1-methoxymethyl glucosides (acetal-glucosides)

✍ Scribed by Lutz F. Tietze; Roland Fischer; Michael Lögers; Matthias Beller


Book ID
102990156
Publisher
Elsevier Science
Year
1989
Tongue
English
Weight
504 KB
Volume
194
Category
Article
ISSN
0008-6215

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## Reaction of propargylaldehyde diethyl acetals 1,2,3, and 4 and 2,3,4, 6-tetra-O-acetyl-l-O-trimethylsilyl-fi-o-glucopyranose 5a in the presence of catalytic amounts of trimethylsilyl trifluoromethanesulfonate at -78°C gives the acetylated acetal-p-glucosides 6-9 in 60-90% yield with rete