Influence of the Phenylsulfonylethylidene (PSE) Acetal Clamp on the Glycosylation Involving Thioglycoside Donors

Influence of the Phenylsulfonylethylidene (PSE) Acetal Clamp on the Glycosylation Involving Thioglycoside Donors

Oliveira, Ronaldo N. de; Schuler, Marie; *, Arnaud Tatibouët; Rollin, Patrick

Abstract:

The selective manipulation of the different hydroxyl groups on carbohydrate templates is the key to protecting group strategies. PSE acetals were recently introduced by us as protecting groups in glycochemistry for their remarkable stability under acidic conditions in opposition to conventional acetals. We report here a study on the influence of a PSE acetal on a standard glycosylation reaction based on thio-β-D-glycopyranoside donors.

The selective manipulation of the different hydroxyl groups on carbohydrate templates is the key to protecting group strategies. PSE acetals were recently introduced by us as protecting groups in glycochemistry for their remarkable stability under acidic conditions in opposition to conventional acetals. We report here a study on the influence of a PSE acetal on a standard glycosylation reaction based on thio-β-D-glycopyranoside donors.

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DOI: 10.5151/chempro-15bmos-BMOS2013_2013716102639

Referências bibliográficas

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Como citar:

Oliveira, Ronaldo N. de; Schuler, Marie; *, Arnaud Tatibouët; Rollin, Patrick; "Influence of the Phenylsulfonylethylidene (PSE) Acetal Clamp on the Glycosylation Involving Thioglycoside Donors", p-147-147. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013716102639