Dezembro 2013 vol. 1 num. 2 - Brazilian Meeting on Organic Synthesis 2013

Abstract - Open Access.

Idioma principal

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.

Abstract:

Palavras-chave: phenylsulfonylethylidene acetal, carbohydrate, glycosylation, thioglycoside,

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_2013716102639

Referências bibliográficas
  • [1] 1 Chéry, F.; Rollin, P.; De Lucchi, O.; Cossu, S.; Synthesis 2001, 286.
  • [2] 2 Fernandes, A.; Dell’Olmo, Tatibouët, A.; Imberty, A.; Philouze, C.; Rollin,
  • [3] P.; Tetrahedron Lett. 2008, 49, 3484.
  • [4] 3 Barroca, N.; Schmidt, R. R.; Org. Lett. 2004, 6, 1551.
  • [5] 4 Mootoo, D. R.; Konradsson, P.; Udodong, U; Fraser-Reid, B.; J. Am.
  • [6] Chem. Soc. 1988, 110, 5583.
  • [7] 5 Juaristi, E.; Cuevas, G. The Kinetic Anomeric Effect. The Anomeric
  • [8] Effects, CRC Press. Boca Raton (1995).
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 . In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 2318-4043, DOI 10.5151/chempro-15bmos-BMOS2013_2013716102639

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