Synthesis of 3- and 4-deoxy derivatives of l-rhamnose from 1,2-O-(1-methoxyethylidene)-β-l-rhamnopyranose
✍ Scribed by Ennio Bousquet; Luigi Lay; Francesco Nicotra; Luigi Panza; Giovanni Russo; Salvatore Tirendi
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- English
- Weight
- 474 KB
- Volume
- 257
- Category
- Article
- ISSN
- 0008-6215
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📜 SIMILAR VOLUMES
The kinetics of the rearrangement of 3,4-di-O-benzyl-l,Z-n-(1-methoxyethylid~ne)-~-L-rhamnopy~~nose to methyl 2-O-acetyl-3.4-di-O-bcnzyl-tu-L-rhamnopyranoside with a catalytic amount of 1 ,I .3,3,-tctralnethylurea-trifluoromethanesulfonic acid in deuterated chloroform was studied by 'H-n.m.r. spectr
The following compounds have been prepared for use as glycosyl donors: 1
Removal of the isopropylidene group under mild acidic conditions gave methyl 4-O-benzyl-6-deoxy-a-L-talopyranoside (3). Treatment of the dibutylstannylene derivative of compound 3 with benzyl bromide (2 equiv) and tetrabutylammonium bromide (1 equiv) in toluene afforded the 2-O-benzyl derivative 4 i