Trifluoroacetamido substituted sialyl donors for the preparation of sialyl galactosides

Cristina De Meo; Alexei V. Demchenko; Geert Jan Boons

Trifluoroacetamido substituted sialyl donors for the preparation of sialyl galactosides

Cristina De Meo
, Alexei V. Demchenko
, Geert Jan Boons

University of Georgia
extern

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

An efficient method for the direct synthesis of sialyl galactosides was described using glycosyl donor bearing a trifluoroacetamido group. It was found that glycosidation of 5-n-trifluoroacetyle neuraminyl donor with the range of D-galactosyl acceptors gave high yields and α-stereoselectivities for the preparation of Neu5Ac(2,3)Gal derivatives. In the synthesis procedure, mixtures of anomers were obtained. Modest stereoselectivities were also obtained when sialyl donor was glycosidated with the C6 hydroxyl of D-galactosides.

Original language	English
Pages (from-to)	131-134
Number of pages	4
Journal	Australian Journal of Chemistry
Volume	55
Issue number	1-2
Publication status	Published - 1 Jan 2002
Externally published	Yes

Cite this

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title = "Trifluoroacetamido substituted sialyl donors for the preparation of sialyl galactosides",

abstract = "An efficient method for the direct synthesis of sialyl galactosides was described using glycosyl donor bearing a trifluoroacetamido group. It was found that glycosidation of 5-n-trifluoroacetyle neuraminyl donor with the range of D-galactosyl acceptors gave high yields and α-stereoselectivities for the preparation of Neu5Ac(2,3)Gal derivatives. In the synthesis procedure, mixtures of anomers were obtained. Modest stereoselectivities were also obtained when sialyl donor was glycosidated with the C6 hydroxyl of D-galactosides.",

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T1 - Trifluoroacetamido substituted sialyl donors for the preparation of sialyl galactosides

AU - De Meo, Cristina

AU - Demchenko, Alexei V.

AU - Boons, Geert Jan

PY - 2002/1/1

Y1 - 2002/1/1

N2 - An efficient method for the direct synthesis of sialyl galactosides was described using glycosyl donor bearing a trifluoroacetamido group. It was found that glycosidation of 5-n-trifluoroacetyle neuraminyl donor with the range of D-galactosyl acceptors gave high yields and α-stereoselectivities for the preparation of Neu5Ac(2,3)Gal derivatives. In the synthesis procedure, mixtures of anomers were obtained. Modest stereoselectivities were also obtained when sialyl donor was glycosidated with the C6 hydroxyl of D-galactosides.

AB - An efficient method for the direct synthesis of sialyl galactosides was described using glycosyl donor bearing a trifluoroacetamido group. It was found that glycosidation of 5-n-trifluoroacetyle neuraminyl donor with the range of D-galactosyl acceptors gave high yields and α-stereoselectivities for the preparation of Neu5Ac(2,3)Gal derivatives. In the synthesis procedure, mixtures of anomers were obtained. Modest stereoselectivities were also obtained when sialyl donor was glycosidated with the C6 hydroxyl of D-galactosides.

UR - https://www.scopus.com/pages/publications/0036305662

M3 - Article

AN - SCOPUS:0036305662

SN - 0004-9425

VL - 55

SP - 131

EP - 134

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

IS - 1-2

ER -

Trifluoroacetamido substituted sialyl donors for the preparation of sialyl galactosides

Abstract

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