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2005
Carbohydrates
U 0500
Thiomidoyl Approach to the Synthesis of α-Sialosides. — Two novel sialosyl
(III) are prepared and applied in the glycosylation reaction with various glycosyl
25- 191 donors
acceptors, e.g. (IV). Best results are obtained with the sialosyl donor containing the
benzoxazolylthio group (IIIa). It is demonstrated that the benzoxazolylthio sialosyl
donor can be selectively activated in the presence of ethylthio glycosyl donor (VI) to
give the pure glycoside (VII). The ethylthio group is then activated for the next glycosylation step to give a trisaccharide without further leaving group manipulations. —
(DE MEO*, C.; PARKER, O.; Tetrahedron: Asymmetry 16 (2005) 2, 303-307; Dep.
Chem., South. Ill. Univ., Edwardsville, IL 62026, USA; Eng.) — Mischke
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