Reductive ring opening of o-nitrobenzylidene acetals of monosaccharides: Synthesis and photolysis of some photolabile sugars

Citation
S. Watanabe et al., Reductive ring opening of o-nitrobenzylidene acetals of monosaccharides: Synthesis and photolysis of some photolabile sugars, ORG LETT, 3(2), 2001, pp. 255-257
Citations number
13
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
1523-7060 → ACNP
Volume
3
Issue
2
Year of publication
2001
Pages
255 - 257
Database
ISI
SICI code
1523-7060(20010125)3:2<255:RROOOA>2.0.ZU;2-T
Abstract
[GRAPHICS] A 6-O-o-nitrobenzyl methylglucoside and methylmannoside were synthesized by reacting 4,6-O-o-nitrobenzylidene acetals with triethylsilane and boron tr ifluoride etherate, A 2,6-dl-O-o-nitrobenzyl and a 3,6-di-O-o-nitrobenzyl m ethylmannoside were obtained from a 2,3:4,8-di-O-o- nitrobenzylidene methyl mannoside by the same method, The photolabile sugars obtained were deprotec ted by irradiation at 350 nm to afford methylglycosides..