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The 2-(allyloxy) phenyl acetyl ester as a new relay protecting group for oligosaccharide synthesis

✍ Scribed by Esther Arranz; Geert-Jan Boons

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
76 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

The 2-(allyloxy) phenyl acetyl group can be removed by a relay approach using Pd(PPh 3 ) 4 in combination with proton sponge, conditions that do not affect acetyl, benzoyl and levulinoyl esters. On the other hand, the acetyl and levulinoyl ester could be cleaved without removal of the 2-(allyloxy) phenyl acetyl group. The new protecting group is compatible with glycosylations and can perform efficiently neighboring group participation leading to the exclusive formation of 1,2-trans glycosides.

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1,1,1,3,3,3-Hexafluoro-2-propyl group as
1,1,1,3,3,3-Hexafluoro-2-propyl group as a new phosphate protecting group for oligoribonucleotide synthesis in the phosphotriester approach
✍ Shunichi Yamakage; Masayo Fujii; Hiroshi Takaku; Masaru Uemura πŸ“‚ Article πŸ“… 1989 πŸ› Elsevier Science 🌐 French βš– 508 KB

The 1,1,1,3,3,3-Hexafluoro-2-propyl group can be used as a new class of phosphate protecting group for the protecting group of internucleotidic bonds in the oligonucleotide synthesis by the phosphotriester approach . This protecting group is removed easily by treatment with 0 .3 M N 1 ,N 1 ,N 3 ,N''